Category: 67191-35-9

Synthetic Route of 67191-35-9,Some common heterocyclic compound, 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, molecular formula is C11H14O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: A 50 mL two-necked flask was replaced with argon followed by the addition of ligand 8 (10 mmol, 8a, 8b, 8c, 8d, 8e, 8f, 8g, or 8h), CuCl (30mmol, 3eq) and 25mL of dry dichloromethane (DCM). ), after replacing it three times with argon gas, the closed system was protected with an argon balloon. The ruthenium complex 4a (10 mmol) was added under argon atmosphere, and reacted at room temperature for 1.0 hour. Until the raw material 4a. After the reaction was completed, the silica gel was added to the filtrate, and the crude product was obtained by silica gel column chromatography, and then purified by washing with methanol or pentane-DCM to obtain a green solid product 9 (10 mmol, 9a, 9b, 9c, 9d, 9e, 9f, 9g, or 9h).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Isopropoxy-2-vinylbenzene, its application will become more common.

Reference:
Patent; Zannan Science And Technology (Shanghai) Co., Ltd.; Zhan Zhengyun; (19 pag.)CN109134547; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Isopropoxy-2-vinylbenzene

A flame-dried Schlenk reaction ask is charged with a stir bar and put under an Ar atmosphere. 748 mg [Dichloro-(3-phenyl-1H-inden-1-yliden)-(1,3-dimesityl-4,5-dihydro-imidazol-2-ylidene)-(pyridine)-ruthenium(II)] 2c (1.00 mmol, Umicore AG & Co KG, Hanau), 173 mg 2-isopropoxystyrene (1.05 mmol; 1.05 equiv) and 1026 mg Amberlyst 15-A resin (4.00 mmol; 4 equiv) is loaded into the reaction ask and 25 mL THF is added. The reaction mixture is stirred at 40 C. for 1 hour, during which the reaction mixture turns from red to green color. Then, the reaction mixture is sent through a Pasteur pipette equipped with a cotton plug to remove the polystyrene sulfonic acid resin. Evaporation of all volatiles, suspending in 20 mL n-hexane and subsequent filtration and drying in vacuo afforded 578 mg of the desired compound 3b as a green, air-stable product (yield: 94%). 1H and 13C NMR analytics are in agreement with those found in literature.

The synthetic route of 67191-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GHENT UNIVERSITY; UMICORE AG & CO. KG; Monsaert, Stijn Frans; Verpoort, Francis Walter Cornelius; US2013/35494; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Isopropoxy-2-vinylbenzene

General procedure: The product was synthesized using in-situ generated Grubbs-Hoeyda 2nd generation catalyst.Therefore Grubbs 2nd generation catalyst (0.1 mmol, 0.02 equiv.) was dissolved in drydichloromethane (5 mL), 1-Isopropoxy-2-vinylbenzene (0.1 mmol, 0.02 equiv.) and copper(I)chloride(0.1 mmol, 0.02 equiv.) were added and the reaction mixture was stirred at reflux for 45 min until thecolour turned green. After cooling to room temperature VCP XX (5 mmol, 1 equiv.) and methylacrylate (30 mmol, 6 equiv.) were added and the reaction mixture was stirred at reflux for 16 h, afterwhich additional methyl acrylate (10 mmol, 2 equiv.) was added and stirred for another 7 h at reflux.The product was obtained via column chromatography on silica gel (5:1 petroleum ether/ethylacetate) as a white powder

The synthetic route of 67191-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pursley, Dominik; Plietker, Bernd; Synlett; vol. 25; 16; (2014); p. 2316 – 2318;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 67191-35-9,Some common heterocyclic compound, 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, molecular formula is C11H14O, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 1 Metathesis by Ethenolysis of Methyl Oleate Catalyzed by a Type 3 Complex (FIG. 1) in an Ionic Liquid; 1 ml of 3-butyl-1,2-dimethylimidazolium bis-triflylamide with formula [BMMI]+[N(CF3SO2)2]- pre-dried overnight at 80 C., 148 mg of methyl oleate (source: Fluka, with a purity higher than 98%) and 15 mg of the complex with formula Cl2Ru(CH-o-O-iPrC6H4)PCy3 (synthesized by reacting the 1st generation Grubbs complex with formula Cl2Ru(CHC6H5)(PCy3)2 with 1-isopropoxy-2-vinylbenzene in the presence of CuCl), this corresponding to 5% molar of catalyst with respect to methyl oleate, were introduced, in an inert atmosphere of argon, into an autoclave reactor provided with an agitation system and a pressure sensor. The autoclave was then placed under vacuum and pressurized to obtain a pressure of 10 bars (1 MPa) of ethylene (origin: Alphagas, quality N25). The temperature was kept constant at 20 C. The medium was stirred at ambient temperature for 2 hours, then the excess ethylene was slowly purged by returning to atmosphere pressure at a temperature not exceeding 20 C. and the autoclave was again placed under an atmosphere of argon. The products were separated from the ionic liquid by adding 2 to 3 ml of heptane distilled over CaH2 and degassed. An aliquot (100 mul) of the extracted solution was passed through a short silica column (2 cm) eluted with diethyl ether. It was analyzed by gas phase chromatography (ZB-1 column, 100% dimethylpolysiloxane, 30 metres, helium vector gas 2 ml/min, temperature programming: 60 C. then 5 C./min to 220 C.) coupled to a mass spectrometer. The methyl oleate conversion was 95%. It was calculated using decane as an internal reference. The reaction products were composed of 1-decene (fraction A) and methyl decenoate (fraction B). The presence of 1-decene isomers was not detected. Homo-metathesis products were present in trace amounts and could not be quantified.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Isopropoxy-2-vinylbenzene, its application will become more common.

Reference:
Patent; Olivier-Bourbigou, Helene; Vallee, Christophe; Hillion, Gerard; US2007/179307; (2007); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 67191-35-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 67191-35-9 name is 1-Isopropoxy-2-vinylbenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Under anhydrous and anaerobic conditions,Grubbs first generation catalyst 1a (1.22mmol)Add to a 100mL Schlenk bottle,Compound IIIba (2863 mg, 2.43 mmol) andPotassium tert-butoxide (477 mg, 4.25 mmol)It was added to the reaction flask, and 50 mL of n-hexane was added.After reacting for 5 hours at 60 C with stirring, the reaction was monitored by TLC.After the reaction was completed, n-hexane was removed under reduced pressure.The intermediate obtained in the previous step was dissolved in 40 mL of dichloromethane.Add cuprous chloride (300 mg, 1.42 mmol) and stir for 5 min.Compound 2a1 (296 mg, 1.82 mmol)It was added to the reaction flask, and the temperature was raised to 40 C, and the reaction was monitored by TLC.After completion of the reaction, column chromatography gave 568 mg of pale green solid powder IIba1, yield: 32.0%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Isopropoxy-2-vinylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Kaimeisi Business Wu Information Advisory Center (Limited Partner); Chen Jianxin; (28 pag.)CN110041262; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 67191-35-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

A flame-dried Schlenk reaction flask is charged with a stir bar and put under an Ar atmosphere. 923 mg [Dichloro-(3-phenyl-1H-inden-1-ylidene)-bis-(tricyclohexyl-phosphine)-ruthenium(II)] 2a (1.0 mmol; Umicore AG & Co KG, Hanau), 173 mg 2-isopropoxystyrene (1.05 mmol; 1.05 equiv.; Aldrich) and 1026 mg Amberlyst 15-A resin in dry form (4.0 mmol, 4 equiv.; Rohm and Haas Co., Philadelphia, USA) are loaded into the reaction flask and 25 mL dichloromethane (DCM) is added. The reaction is stirred at 40 C. for 75 minutes and the solution colored from red to brown. Subsequently, the reaction mixture is sent through a Pasteur pipette equipped with a cotton plug to remove the Amberlyst resin. Evaporation of all volatiles, suspending the residue in 20 mL n-hexane and subsequent filtration and drying of the precipitate in vacuo afforded 548 mg of the desired compound 3a (yield: 91%)

The chemical industry reduces the impact on the environment during synthesis 1-Isopropoxy-2-vinylbenzene. I believe this compound will play a more active role in future production and life.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 67191-35-9

The ruthenium complex of formula 1.2 (0.309 g; 0.344 mmol; 1 eq.) (also called [(5-cyclopentyl-2-mesityl)-imidazo-1-lidene]dichloro(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphospine)ruthenium) was reacted with the styrenyl ether of formula 2H (65 mg; 0.37 mmol; 1.1 eq.). The reaction is carried out in the presence of dichloromethane (DCM; 3.5 mL) and copper(l) chloride (CuCl; 36.8 mg; 0.37 mmol; 1.1 eq.), at 35 C. for 5 hours.After purification on a silica gel column, the alkylidene ruthenium complex of formula 1.5 is obtained (89 mg; 0.158 mmol; 45%):in which Mes represents the mesityl group.The reaction scheme is shown below:In this reaction scheme, Cy3P represents tricyclohexylphosphine, Mes represents the mesityl group, and Ph represents a phenyl group.The scheme shows that the product obtained, at a yield of 45%, is the alkylidene ruthenium complex of formula 1.5.NMR1H (400 MHz, CDCl3): 16.42 (s, 1H); 7.50 (m, 1H); 7.27 (m, 1H); 7.10 (s, 2H); 7.01 (m, 1H); 6.95 (m, 2H); 6.88 (d, J=2 Hz, 1H); 5.96, (q, J=7.5 Hz, 1H); 5.18 (sept., J=6.21 Hz, 1H);13C (100 MHz, CDCl3): 172.2; 152.7; 144.5; 139.6; 137.6; 137.4; 129.3; 129.0; 125.0; 122.7; 122.4; 118.5; 113.0; 75.1; 64.2; 34.4; 24.7; 22.0; 21.4; 18.2.The alkylidene ruthenium complex of formula 1.5 was isolated and was submitted to various studies.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 67191-35-9.

Reference:
Patent; ECOLE NATIONALE SUPERIEURE DE CHIMIE DE RENNES; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE CNRS; Mauduit, Marc; Rouen, Mathieu; US2015/315223; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, A new synthetic method of this compound is introduced below., name: 1-Isopropoxy-2-vinylbenzene

A vacuum dried Schlenk flask was charged with imidazolium hydrochloride salt 4b (129 mg, 0.26 mmol, 1.15 eq.) and 10 mL dry toluene was introduced into the flask using a syringe. The white suspension thus formed was vigorously agitated and to it was introduced under an argon atmosphere solid KHMDS (95 %, 60 mg, 0.28 mmol, 1.23 eq.). The suspension turned homogeneous and was left to stir for 30 min. To this was then introduced, under an argon atmosphere, Grubbs first generation catalyst (190 mg, 0.23 mmol, 1.0 eq.) and the mixture was left stirring for another 2 hours at room temperature. The toluene was then evaporated in vacuuo to give a dark brown coloured semisolid. No purification of this mixture was attempted, however as significant degradation and loss of intermediate complex was observed. The crude brown semisolid was then redissolved in 10 mL of DCM and to this was introduced CuCl (91 mg, 0.92 mmol, 4 eq.) and 1-isopropoxy-2-vinylbenzene (75 mg, 0.46 mmol, 2 eq.) and the mixture stirred at 40C for 3 hours. The reaction was then cooled and DCM evaporated in vacuuo to give a dark green coloured semisolid. The semisolid was first washed with dry, distilled pentane (2¡Á50 mL) and dried under high vacuum. The resulting green powder was loaded onto a column of silica gel soaked in pentane. This was then eluted successively using pure pentane to remove unreacted vinylbenzene and then a 1/1 mixture of pentane/DCM and finally pure DCM to remove a green band which was collected and dried under high vacuum to yield a green coloured amorphous powder. C41H58N2OCl2Ru (766.88) calc. for C 64.21, H 7.62, N 3.65, found C 64.36, H 7.68, N 3.49.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Shahane, Saurabh; Toupet, Loic; Fischmeister, Cedric; Bruneau, Christian; European Journal of Inorganic Chemistry; 1; (2013); p. 54 – 60;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 67191-35-9, Recommanded Product: 1-Isopropoxy-2-vinylbenzene

Under anhydrous and anaerobic conditions,Grubbs first generation catalyst 1a (1.22mmol)Add to a 100mL Schlenk bottle,Compound IIIaa (2858 mg, 2.43 mmol) andPotassium tert-butoxide (286 mg, 2.55 mmol)Add to the reaction bottle,Add 50 mL of n-hexane.After reacting at 60 C for 5 hours with stirring,TLC monitored the reaction completely.After the reaction was completed, n-hexane was removed under reduced pressure.The intermediate obtained in the previous step was dissolved in 40 mL of dichloromethane.Add cuprous chloride (300 mg, 1.42 mmol) and stir for 5 min.Compound 2a1 (296 mg, 1.82 mmol) was added to the reaction flask and the temperature was raised to 40 C.TLC monitored the reaction completely.After completion of the reaction, column chromatography gave 574 mg of light green solid powder IIaa1, yield: 32.3%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Isopropoxy-2-vinylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Kaimeisi Business Wu Information Advisory Center (Limited Partner); Chen Jianxin; (28 pag.)CN110041262; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 67191-35-9, A common heterocyclic compound, 67191-35-9, name is 1-Isopropoxy-2-vinylbenzene, molecular formula is C11H14O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A flame-dried Schlenk reaction flask is charged with a stir bar and put under an Ar atmosphere. 849 mg 1b (1.00 mmol), 173 mg 2-isopropoxystyrene (1.05 mmol; 1.05 equiv) and 1026 mg Amberlyst 15-A resin in dry form (4.00 mmol; 4 equiv) was loaded into the reaction flask and 25 mL THF is added. The reaction was stirred at 40 C. for 1.5 hour, during which the reaction mixture colors from pink to green. Then, the reaction mixture is sent through a Pasteur pipette equipped with a cotton plug to remove the polystyrene sulfonic acid resin. Evaporation of all volatiles, suspending in 20 mL hexane and subsequent filtration and drying in vacuo afforded the desired compound 3b as a green air-stable product. 1H and 13C NMR analyses are in agreement with those found in literature.

The synthetic route of 67191-35-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GHENT UNIVERSITY; UMICORE AG & CO. KG; Monsaert, Stijn Frans; Verpoort, Francis Walter Cornelius; US2013/35494; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem