Tag: M.W=100-200

Related Products of 768-70-7,Some common heterocyclic compound, 768-70-7, name is 3-Ethynylanisole, molecular formula is C9H8O, 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 1.6 M solution of n-BuLi in hexanes (1.1equiv) was added to a solution of the corresponding terminal alkyne (1.0 equiv) in THF (5 mL per mmol) at -40 C. After stirring for 30min, acetoxy-benziodoxole 6 (1.1equiv) was added in one portion. The mixture was kept at -40 C for 10 min and then allowed to reach room temperature while stirring for 2 h. Then, the reaction mixture was quenched with a saturated solution of NaHCO3 and extracted three times with dichloromethane. After the evaporation of the solvent, the crude product was purified by column chromatography (silica gel; heptanes/EtOAc) to afford the alkyne dimer 7, as well as 13-24, in the reported yields

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Ethynylanisole, its application will become more common.

Reference:
Article; Schoergenhumer, Johannes; Waser, Mario; Tetrahedron Letters; vol. 57; 15; (2016); p. 1678 – 1680;,
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Reference of 450-91-9, The chemical industry reduces the impact on the environment during synthesis 450-91-9, name is 4-Fluoro-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

Compound 2 (8.0 g, 43 mmol) was placed in a 500 ml one-necked reaction flask, and concentrated sulfuric acid (100 ml) was added to dissolve the substrate with constant agitation. At -20 C., concentrated nitric acid (6.15 ml, 48 mmol) was slowly added dropwise with stirring, and the reaction mixture was stirred for 5 mins at this temperature. The reaction progress was monitored by TLC. After the substrate was completely consumed, the mixture was poured into ice water. Sodium hydroxide/water solution (150 ml/300 ml) were added slowly to the reaction system which was kept in an ice-water bath at -20 C., and the pH of the mixture was adjusted to 8-9. After the neutralization, the reaction mixture was extracted with ethyl acetate/water system for three times, and the organic layer was separated, washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give compound a1 (8.7 g) which was used directly in the next reaction. Yield: 80%; purity: 100%; MS m/z(ESI): 187.0 [M+H]+; 1H NMR (400 MHz, DMSO-d6): delta 7.34 (d, J=7.8 Hz, 1H), 7.04 (d, J=13.4 Hz, 1H), 5.25 (brs, 2H), 3.90 (s, 3H).

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, 4-Fluoro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SHANGHAI HAIYAN PHARMACEUTICAL TECHNOLOGY CO., LTD.; YANGTZE RIVER PHARMACEUTICAL GROUP CO., LTD.; LAN, Jiong; JIN, Yunzhou; ZHOU, Fusheng; HE, Qi; HE, Xiangyu; LV, Qiang; (87 pag.)US2017/57957; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, 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 6346-09-4, Quality Control of 4,4-Diethoxybutan-1-amine

General procedure: To the cooled solution (5-8) of appropriate sulfonyl chloride (20 mmol) and triethylamine (3.5 ml) in dichloromethane (100 ml) 4,4-diethoxybutane-1-amine (3.4 g, 20 mmol) was added. Reaction mixture was stirred at room temperature for 12 h, washed with saturated NaHCO3 solution in water (100 ml). Organic layer was separated, dried over MgSO4 and evaporated to give target compounds 1.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Gazizov, Almir S.; Smolobochkin, Andrey V.; Anikina, Ekaterina A.; Voronina, Julia K.; Burilov, Alexander R.; Pudovik, Michail A.; Synthetic Communications; vol. 47; 1; (2017); p. 44 – 52;,
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Adding a certain compound to certain chemical reactions, such as: 31576-51-9, name is 2-(2-Methoxyethoxy)ethanamine, 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 31576-51-9, Application In Synthesis of 2-(2-Methoxyethoxy)ethanamine

HATU (422 mg, 1.110 mmol) was added to a stirred solution of the product from step (iii) (500 mg, 1.009 mmol), 2-(2-methoxyethoxy)ethanamine (180 mg, 1.514 mmol) and Huenig’s Base (529 muL, 3.03 mmol) in DMF (10 mL) at rt. The mixture was stirred for 3 h then partitioned between EtOAc (100 mL) and aq sat NaHCO3 soln (50 mL). The organic layer was washed with brine (50 mL), dried (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by chromatography on silica gel (40 g column, 20-100% EtOAc/isohexane) to afford the sub-title compound (530 mg) as a foam. 1H NMR (CDCl3) 400 MHz, delta: 8.06 (d, 1H), 7.96-7.93 (m, 2H), 7.80-7.76 (m, 2H), 7.70 (s, 1H), 7.60-7.48 (m, 2H), 7.41 (s, 1H), 7.18 (d, 1H), 6.89 (s, 1H), 6.83-6.76 (m, 2H), 6.42 (dd, 1H), 6.20 (d, 1H), 3.67-3.53 (m, 8H), 3.36 (s, 3H), 3.07 (s, 1H), 1.57 (s, 9H). LCMS m/z 597 (M+H)+ (ES+); 595 (M-H)- (ES-)

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

Reference:
Patent; Topivert Pharma Limited; Respivert Limited; BAKER, Thomas Matthew; FYFE, Matthew Colin Thor; HARBOTTLE, Gareth William; HASIMBEGOVIC, Vedran; MEGHANI, Premji; RIGBY, Aaron; SAMBROOK-SMITH, Colin; THOM, Stephen Malcolm; US2014/296208; (2014); A1;,
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Reference of 7664-66-6, 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. 7664-66-6 name is 4-Isopropoxyaniline, 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.

At room temperature, 400 mul of a 4 M solution of HCl in dioxane are added to a solution of 218 mg (1.00 mmol) of 2,5-dichloro-N-(cyclopropylmethyl)pyrimidine-4-amine and 299 mg (1.98 mmol) of 4-(isopropoxy)aniline in 12 ml of acetonitrile, and the mixture is heated at 85 C. After 16 h, the hot reaction mixture is filtered and the filtrate is allowed to cool with stirring. The product precipitated from the filtrate is filtered off and dried. This gives 130 mg (35%). logP (pH2.3): 2.11

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

Reference:
Patent; Bayer CropScience AG; US2010/81679; (2010); A1;,
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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. 1017779-69-9, name is 3-Fluoro-4-(trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H5F4NO

[0202j meta-Fluoro-4-(trifluoromethoxy)aniline (500 mg, 2.56 mmol) and triethylamine (388 mg, 3.84 mmol) were dissolved in CH2C12 (4 mL) and was added dropwisely into a solution of triphosgene (341 mg, 1.15 mmol) dissolved in CH2C12 (5 mL) at -78 C. The reaction mixture was stirred at 0 C for lh and was then cooled to -78 C. 4-amino-1-Boc- piperidine (769 mg, 3.84 mmol) and triethylamine (388 mg, 3.84 mmol) were dissolved in CH2C12 (4 mL) and the suspension was added dropwisely to the reaction mixture at -78 C. The reaction mixture was stirred at rt for 2h. The reaction was quenched by addition of water. The organic layer was isolated and the organic layer was further washed by HC1 solution (1M) for 4 times. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo yielding final crude product (1.05 g, 86% pure, 2.13 mmol, 83.4% yield). The impurities 38 were purified by column chromatography using EtOAc:Hex (1:1).[0203j ?H NMR (d6-DMSO, 300 Mhz): A: 8.77 (s, 1H), 7.66 (dd, J 13.5, 2.4 Hz, 1H), 7.38 (t, J 8.1 Hz, 1H), 7.10 (d, J 9Hz, 1H), 6.33 (d, J 7.5 Hz, 1H), 3.81 (d, J= 12.9 Hz, 2H), 3.6-3.8 (m, 1H), 2.8-3.0 (m, 2H), 1.78 (dd,J= 12.3Hz, 3.3Hz, 2H), 1.40 (s, 9H), 1.2-1.4 (m, 2H); 38: 9.28 (s, 1H), 7.69 (dd, J= 14.9, 2.4 Hz, 1H), 7.46 (t, J 9Hz, 1H), 7.2-7.3 (m, 1H)

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; EICOSIS, LLC; HAMMOCK, Bruce, D.; LEE, Kin, Sing, Stephen; INCEOGLU, Ahmet, Bora; WO2015/148954; (2015); A1;,
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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. 41365-75-7, name is 1-Amino-3,3-diethoxypropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H17NO2

Part A; A solution of l-amino-3,3-diethoxypropane (5.00 mL, 30.9 mmol) in 5 niL of tetrahydrofuran (TEtaF) was treated with triethylamine (4.51 mL, 34.0 mmol) under an atmosphere of nitrogen and cooled to 0 0C. The reaction mixture was then treated dropwise with a solution of di-tert-butyl dicarbonate (7.42 g, 34.0 mmol) in 25 mL of TEtaF. The reaction mixture was stirred for 2 h at 0 0C and then allowed to come to room temperature. After 15 h, the reaction mixture was concentrated under reduced pressure, dissolved in ethyl acetate, washed with water (2X) and brine, dried over Na2SO4, filtered and concentrated under reduced pressure to yield tert-butyl (3,3-diethoxypropyl)carbamate (8.40 g) as a clear, faintly yellow oil.

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; 3M INNOVATIVE PROPERTIES COMPANY; WO2006/28451; (2006); A1;,
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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. 21388-17-0, name is 2-Ethyl-6-methoxynaphthalene, A new synthetic method of this compound is introduced below., Formula: C13H14O

6-Methoxy-2-ethylnaphthalene (1.8 g), ethanol (46 mg), TBP (73 mg, 1 equivalent), Pd(Xantphos)Cl2 (3.8 mg, 1 mol %), and benzene (1 mL) were added into a reaction kettle, into which 10 atm carbon monoxide was introduced. The reaction was heated to 120 C., and stirred at this constant temperature for 16 h. After the reaction was completed, carbon monoxide was discharged, and 102 mg carbonylated ester product was obtained by column chromatography, in a yield of 79%. 1HNMR (400 MHz, CDCl3) delta 1.29 (t, J=7.2 Hz, 3H), 1.67 (d, J=6.4 Hz, 3H), 3.77-3.84 (m, 4H), 4.21 (q, J=7.2 Hz, 2H), 7.22-7.24 (m, 2H), 7.40-7.43 (m, 2H), 7.87-7.90 (m, 2H); 13CNMR (100 MHz, CDCl3) delta13.7, 14.1, 40.8, 55.8, 61.6, 105.4, 126.1, 126.7, 128.5, 129.0, 129.4, 132.8, 133.0, 156.1, 173.7; HRMS (ESI) calcd. for C16H18NaO3 [M+Na]: 281.1154. found: 281.1150. The ester product obtained was dissolved in 1,4-dioxane. 6 N sodium hydroxide solution was added, and the reaction was heated to 60 C. After 2 h of reaction, the pH value was adjusted to 1 by adding 2 N hydrochloric acid. After removing the organic solvent under reduced pressure, 84 mg product naproxen was obtained by extraction with ethyl acetate, and the yield of hydrolysis was 92%.

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; Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences; Huang, Hanmin; Xia, Chungu; Xie, Pan; US2013/303798; (2013); A1;,
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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;,
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Related Products of 538-86-3, 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. 538-86-3, name is (Methoxymethyl)benzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A solution of trichloroacetimidate 7 (1.4 mmol) and the nucleophileanisole, 1,2-dimethoxybenzene, 1-fluoro-3-methoxybenzene, (methoxymethyl)benzene, benzene, toluene or 1-fluoro-3,4-dimethoxy-2-methylbenzene(8a-g) (1.4 mmol) in dry CH2Cl2 (20 ml) were treated withTMSOTf (0.16 ml) and then stirred for 20?100 min. Addition of solidsodium bicarbonate quenched the reaction, which was diluted withCH2Cl2. The reaction mixture was filtered and concentrated to give 9ag.

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, (Methoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; El-Nezhawy, Ahmed O.H.; Alrobaian, Majed; Khames, Ahmed; El-Badawy, Mohamed F.; Abdelwahab, Sayed F.; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1263 – 1273;,
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