Month: August 2021

Adding a certain compound to certain chemical reactions, such as: 1579-40-4, name is Di-p-tolyl Ether, 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 1579-40-4, Computed Properties of C14H14O

EXAMPLE 3 By treating 4,4′-dimethyldiphenyl ether under the same reaction conditions as in Example 2 except that acetylacetone was not added, 1.3 g (6.8 m. moles) of 2.8-dimethyldibenzofuran was obtained and 0.36 g (0.9 m. mole) of the dimer also obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Di-p-tolyl Ether, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UBE Industries, Ltd.; US4042603; (1977); A;,
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. 19500-02-8, name is 3-Methoxy-2-methylaniline, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

A solution of 3 -bromo- 1 -(5-bromo-6-methoxypyridin-2-yl)pyrrolidin-2-one (50mg, 0.143 mmol), 3-methoxy-2-methylaniline (98 mg, 0.7 14 mmol) and potassiumcarbonate (99 mg, 0.714 mmol) in THF (6 mL) and water (1.5 mL) was stirred at 95 °C for 24 h in a sealed tube. The mixture was cooled to RT, diluted with water (20 mL) and extracted with EtOAc (2 x 25 mL). The combined organic extracts were washed with 0.75 N HC1 solution (2 x 25 mL), water and brine, dried over Na2SO4 and concentrated.The crude product was purified by flash chromatography (5-10percent EtOAc in hexanegradient) to give 1 -(5-bromo-6-methoxypyridin-2-yl)-3 -((3-methoxy-2-methylphenyl)ammno)pyrrolidin-2-one (26 mg, 44percent yield) as an off-white solid. MS(ESI) m/z: 406.2(M+H) ?H NMR (400MHz, DMSO-d6) oe ppm 8.03 (d, J=8.5 Hz, 1 H), 7.87 (d, J=8.4Hz, 1 H), 6.97 (t, J=8.3 Hz, 1 H), 6.40 (d, J=8.5 Hz, 1 H), 6.34 (d, J8.0 Hz, 1 H), 5.06(d, J=7.5 Hz, 1 H), 4.58 – 4.48 (m, 1 H), 4.23 – 4.13 (m, 1 H), 3.95 (s, 3 H), 3.88 – 3.78(m, 1 H), 3.73 (s, 3 H), 2.63 – 2.54 (m, 1 H), 2.04 – 1.93 (m, 4 H).

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:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GLUNZ, Peter W.; SITKOFF, Doree F.; BODAS, Mandar Shrikrishna; YADAV, Navnath Dnyanoba; PATIL, Sharanabasappa; RAO, Prasanna Savanor Maddu; THIYAGARAJAN, Kamalraj; MAISHAL, Tarun Kumar; (498 pag.)WO2016/144936; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 6943-97-1, These common heterocyclic compound, 6943-97-1, name is 1-(3-Bromopropyl)-3-methoxybenzene, 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.

Example 10.10: Intermediate 10.1.9: (S)-3 -tert-Butoxycarbonylamino- 1 , 1 -bis- [3 -(3 -methoxy-phenyl)-propyl] – piperidinium hydroxide Chiral (S)-Piperidin-3-yl-carbamic acid tert-butyl ester (2.72 g, 13.6 mmol) and l-(3-Bromo-propyl)-3-methoxy- benzene (6.6 g, 28.8 mmol), potassium carbonate (2.5 g, 18 mmol) and sodium iodide (4 g, 26.7 mmol) are dissolved in acetonitril (40 ml) and stirred at reflux for 1 day and the solvent is removed under vacuo. The residue is taken up in dichloromethane, filtered through a pad of silica, washed with a mixture of di- chloromethane:methanol: cone. ammonia = 4: 1 :0.1 and the filtrate is evaporated. LC (method L): tR = 1.30 min; Mass spectrum (ESI+): m/z = 497 [M]+.

Statistics shows that 1-(3-Bromopropyl)-3-methoxybenzene is playing an increasingly important role. we look forward to future research findings about 6943-97-1.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WIEDENMAYER, Dieter; HAMPRECHT, Dieter; HECKEL, Armin; WO2015/18754; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 14869-41-1, name is 2-(2-Chloroethoxy)acetic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-(2-Chloroethoxy)acetic acid

I.1.4. 2-(1-Piperazinyl)ethoxyacetic Acid 8.6 g (0.1 mol) of piperazine, 17.7 g (0.1 mol) of piperazine dihydrochloride and 50 ml of water are introduced into a 100 ml three-necked round-bottomed flask fitted with a water-cooled condenser and a mechanical stirrer. The mixture is brought to a temperature of 70° C. 15.2 g of (2-chloroethoxy) acetic acid are then added dropwise over 15 minutes. The mixture is brought to a temperature of 80° C. with stirring and is maintained at this temperature for 27 hours. The mixture is allowed to cool to room temperature and the water is evaporated off under reduced pressure on a rotary evaporator. The evaporation residue is taken up in 50 ml of ethanol and maintained at 50° C. with stirring for 45 minutes. It is then placed in an ice bath and is stirred for 1 hour. The precipitate (piperazine dihydrochloride) formed is then filtered off and the solvents are evaporated off under reduced pressure on a rotary evaporator at 50° C. 22.4 g of a yellow oil are obtained. 10 g of this mixture are purified on 130 g of Amberlyte IRA-400 resin. Elution is carried out first with 600 ml of water and then with aqueous 0.5 M ammonium acetate solution. The fractions containing the 2-(1-piperazinyl)ethoxyacetic acid or its salt are combined and the water is removed therefrom under reduced pressure at 60° C. on a rotary evaporator. 18.2 g of a mixture containing white crystals and an oil are recovered. This mixture is taken up in 75 ml of isopropanol and the insoluble crystals are filtered off. The filtrate is acidified with 20 ml of a 9N solution of hydrochloric acid in ethanol. The precipitate formed is filtered off quickly, washed with isopropanol and dried on a rotary evaporator under reduced pressure at 50° C. 7.1 g of a white solid are obtained, which solid is purified by subliming the ammonium chloride salts (4 hours at 135° C. under 0.1 mbar and then 8 hours at 150° C. under 0.1 mbar). 1.4 g of 2-(1-piperazinyl)ethoxyacetic acid dihydrochloride are thus obtained. Yield: 12percent NMR: delta: 2.36 (2H, t, 4.8 Hz); 3.45 (4H, m); 3.53 (4H, m); 3.88 (2H, t, 4.8 Hz); 4.09 (2H, s); 10 (1H, bs). Mass spectrum: 189 (MH+)

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 14869-41-1.

Reference:
Patent; UCB, S.A.; US6140501; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 588-63-6, 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. 588-63-6 name is (3-Bromopropoxy)benzene, 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.

General procedure: A solution of alkyl bromide (1 equiv) and sodium azide (2.5 equiv) in DMF (0.14 M) was stirred under argon at 80 °C for 18 h. After cooling at room temperature, the reaction mixture was diluted in Et2O and washed with water (×6). The organic phase was dried over anhydrous MgSO4, filtered, and concentrated in vacuo to give the corresponding pure azide without need of any further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (3-Bromopropoxy)benzene, and friends who are interested can also refer to it.

Reference:
Article; Maury, Julien; Feray, Laurence; Bertrand, Michele P.; Kapat, Ajoy; Renaud, Philippe; Tetrahedron; vol. 68; 47; (2012); p. 9606 – 9611,6;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 332-48-9, A common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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.

To a reaction vessel containing compound 8c (28 mg, 0.1 mmol) in acetonitrile (0.5 mL) was added cesium carbonate (32 mg, 0.1 mmol) and 1-(2-bromo-ethoxy)-4-fluoro-benzene (17.1 mg, 0.1 mmol). The mixture was stirred at room temperature for 16 h, then concentrated. The residue was taken up in dichloromethane/water, absorbed onto diatomaceous earth, and eluted with dichloromethane. The eluate was concentrated to provide compound 17a.

The synthetic route of 332-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Flores, Christopher M.; Wade, Paul R.; US2011/319400; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 1462-37-9, These common heterocyclic compound, 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, 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.

3) 0.24 g (10 mmol) of sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask,Stirred at room temperature for 10 minutes,Then 2.5 g (10 mmol) of compound 2 and 10 mmol were added2-benzyloxyethyl bromide,And with thin layer chromatography to detect the end of the reaction,The reaction solution was then poured into 500 ml of ice water,Extracted three times with 100 ml of ethyl acetate,Combine organic phase,Evaporated solvent,The resulting residue was purified by silica gel column chromatography (V dichloromethane: V methanol = 100: 1)Compound 3 (2.7 g, yield 71%) was obtained.

The synthetic route of 1462-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangxi Normal University; Chen, Zhenfeng; Liang, Hong; Liu, Yancheng; Lu, Xing; Li, Liangping; (13 pag.)CN106432288; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 39538-68-6, 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. 39538-68-6 name is 2-Methoxy-4-methylaniline, 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.

A solution of sodium nitrite (7 g, 101.4 mmol) in water (25 ml) was added dropwise to a cooled (0-5C) solution of Intermediate 1A (13.7 g, 100 mmol) in concentrated hydrochloric acid (30 ml) and water (85 ml). After stirring at 0C for 10 min, sodium acetate (15 g, 182.8 mmol) was added. The resulting mixture was added dropwise to a hot solution (70-80C) of potassium O-ethyl dithio- carbonate (30 g, 187.1 mmol) in water (140 ml), stirred between 70C and 80C for 1 h and then cooled to rt. The mixture was extracted twice with ethyl acetate, and the combined organic extracts were dried over sodium sulfate and evaporated. The residue was taken up in a 1.3 M solution of potassium hydroxide in ethanol (300 ml). Glucose (8 g) was added, and the resulting mixture was refluxed for 3 h. Then, the ethanol solvent was evaporated, and the residue was diluted with water and acidified with 6 N aqueous sulfuric acid. Zinc powder (15 g) was added carefully, and the resulting mixture was heated to 50C for 30 min. The mixture was then cooled to rt, diluted with dichloromethane and filtered. The filtrate was extracted twice with dichloromethane, and the combined organic extracts were dried over sodium sulfate and evaporated affording 14.3 g of the crude product which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Methoxy-4-methylaniline, and friends who are interested can also refer to it.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; BAYER PHARMA AKTIENGESELLSCHAFT; COLLIN, Marie-Pierre; BROHM, Dirk; HEROULT, Melanie; LOBELL, Mario; HUeBSCH, Walter; LUSTIG, Klemens; GRUeNEWALD, Sylvia; BOeMER, Ulf; VOeHRINGER, Verena; LINDNER, Niels; WO2013/87647; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 111-95-5,Some common heterocyclic compound, 111-95-5, name is Bis(2-methoxyethyl)amine, molecular formula is C6H15NO2, 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.

To an ethanolic solution (30 ml) of p-chlorophenol (30 mmol, 3.86 g), bis(2-methoxyethyl)amine (90 mmol, 11.99 g) was added dropwise with constant stirring. After 30 min, 37% (w/v) formalin solution (90 mmol, 7.5 ml) was added to it. The resulting mixture was stirred for 1 h at room temperature and then refluxed for 24 h. Then the same procedure-was followed as for HL1. The liquid ligand was further purified by flash column chromatography (silica gel, hexane:ethylacetate:triethylamine=100:5:1) to afford the desired beta-aminophenol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Bis(2-methoxyethyl)amine, its application will become more common.

Reference:
Article; Sanyal, Ria; Chakraborty, Prateeti; Zangrando, Ennio; Das, Debasis; Polyhedron; vol. 97; (2015); p. 55 – 65;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 3616-56-6, name is 2,2-Diethoxy-N,N-dimethylethanamine, 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 3616-56-6, category: ethers-buliding-blocks

(3) 1H,1’H-2,3′-biindole (16.4 g, 70.6 mmol) and 2,2-diethoxy-N,N-dimethylethanamine (14.18 ml, 78 mmol) in glacial acetic acid (160 mL) were refluxed at 130 °C overnight under nitrogen. The reaction solution was cooled to room temperature and filtered. The filtrate was washed with small amount of acetic acid and excess of water. The filtrate was dried in the oven at 65°C overnight affording 10.79 g (60percent) of the 5,12-dihydroindolo[3,2-a]carbazole as gray solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,2-Diethoxy-N,N-dimethylethanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Universal Display Corporation; Joseph, Scott; Boudreault, Pierre-Luc T.; Dyatkin, Alexey Borisovich; Li, David Zenan; Xia, Chuanjun; Yamamoto, Hitoshi; EP2910555; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem