Category: 20637-08-5

10-Sep-2021 News Analyzing the synthesis route of 20637-08-5

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.

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. 20637-08-5, name is Methyl 4-(4-methoxyphenyl)butanoate, A new synthetic method of this compound is introduced below., COA of Formula: C12H16O3

a) 5-(4-Methoxyphenyl)-1-(3-pyridinyl)-2-pentanone A solution of n-butyl lithium (28 ml of 1.6M in hexane, 0.124 mol) was added to a stirred solution of diisopropylamine (4.55 g, 0.045 mol) in dry tetrahydrofuran (50 ml) at 0C under a nitrogen atmosphere and the resulting yellow solution was stirred at 0C for 30 minutes. To the solution was added hexamethylphosphoramide (8.06g, 0.045 mol) and the resulting solution was stirred at 0C for 15 minutes. 3-Picoline (4.19g, 0.045 mol) was added to the reaction mixture and the resulting deep-red solution was stirred at 0C for 30 minutes. To the solution was added 4-(4-methoxyphenyl)butyric acid methyl ester (9.36g, 0.045 mol) in dry tetrahydrofuran (20 ml). The resulting mixture was stirred at 0C for 15 minutes and then at room temperature for an additional 90 minutes. The pale-yellow solution was extracted with hydrochloric acid (300 ml of 1M). The acid solution was washed with ethyl acetate (2 * 250 ml), made basic using potassium hydroxide and extracted with ethyl acetate (4 * 200 ml). The combined extracts were dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to yield a crude product. The crude product was purified by column chromatography (silica gel, chloroform) and recrystallized from ethyl acetate-hexane to yield 5-(4-methoxyphenyl)-1-(3-pyridinyl)-2-pentanone as a colorless crystalline solid, having a melting point of 35-37C and the following physical characteristics: Elemental analysis: C,75.31%, H,7.03%, N,5.11%; as against calculated values of C,75.31%; %,7.14%, N,5.17% for C17H19NO2·0.1H2O. 1H-NMR (delta-CDCl3): 1.82-1.98 (m,2H), 2.46-2.62 (m,2H), 2.53 (t,2H), 3.67 (s,2H), 3.79 (s,3H), 6.83 and 7.06 (ABq,4H), 7.23-7.31 (m,1H), 7.29-7.37 (m,1H), 8.39-8.46 (m,1H) and 8.50-8.56 (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; G.D. Searle & Co.; EP267439; (1988); A3;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Analyzing the synthesis route of Methyl 4-(4-methoxyphenyl)butanoate

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. 20637-08-5, name is Methyl 4-(4-methoxyphenyl)butanoate, A new synthetic method of this compound is introduced below., Product Details of 20637-08-5

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. 20637-08-5, name is Methyl 4-(4-methoxyphenyl)butanoate, A new synthetic method of this compound is introduced below., Product Details of 20637-08-5

a) 5-(4-Methoxyphenyl)-1-(3-pyridinyl)-2-pentanone A solution of n-butyl lithium (28 ml of 1.6M in hexane, 0.124 mol) was added to a stirred solution of diisopropylamine (4.55 g, 0.045 mol) in dry tetrahydrofuran (50 ml) at 0C under a nitrogen atmosphere and the resulting yellow solution was stirred at 0C for 30 minutes. To the solution was added hexamethylphosphoramide (8.06g, 0.045 mol) and the resulting solution was stirred at 0C for 15 minutes. 3-Picoline (4.19g, 0.045 mol) was added to the reaction mixture and the resulting deep-red solution was stirred at 0C for 30 minutes. To the solution was added 4-(4-methoxyphenyl)butyric acid methyl ester (9.36g, 0.045 mol) in dry tetrahydrofuran (20 ml). The resulting mixture was stirred at 0C for 15 minutes and then at room temperature for an additional 90 minutes. The pale-yellow solution was extracted with hydrochloric acid (300 ml of 1M). The acid solution was washed with ethyl acetate (2 * 250 ml), made basic using potassium hydroxide and extracted with ethyl acetate (4 * 200 ml). The combined extracts were dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure to yield a crude product. The crude product was purified by column chromatography (silica gel, chloroform) and recrystallized from ethyl acetate-hexane to yield 5-(4-methoxyphenyl)-1-(3-pyridinyl)-2-pentanone as a colorless crystalline solid, having a melting point of 35-37C and the following physical characteristics: Elemental analysis: C,75.31%, H,7.03%, N,5.11%; as against calculated values of C,75.31%; %,7.14%, N,5.17% for C17H19NO2·0.1H2O. 1H-NMR (delta-CDCl3): 1.82-1.98 (m,2H), 2.46-2.62 (m,2H), 2.53 (t,2H), 3.67 (s,2H), 3.79 (s,3H), 6.83 and 7.06 (ABq,4H), 7.23-7.31 (m,1H), 7.29-7.37 (m,1H), 8.39-8.46 (m,1H) and 8.50-8.56 (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; G.D. Searle & Co.; EP267439; (1988); A3;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

New learning discoveries about 20637-08-5

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 20637-08-5 as follows. Application In Synthesis of Methyl 4-(4-methoxyphenyl)butanoate

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 20637-08-5 as follows. Application In Synthesis of Methyl 4-(4-methoxyphenyl)butanoate

To a cooled solution of methyl 4- (4-methoxyphenyl) butyrate (3.6 g, 17.3 mmol) in CH2C12 (40 ml) at-78 C under N2 was added dropwise a solution of DIBAL in hexanes (1.0 M, 18.0 ml, 18 mmol). The resulting mixture was stirred at-78 C under N2 for 3 hrs, and then quenched by adding MeOH (-5 ml). The resulting mixture was warmed gradually to room temperature and filtered. The filtrate was concentrated in vacuo to give 4- (4-Methoxy-phenyl)-butyraldehyde as an oil (3.06 g, 100%). lH NMR (CDC13, 300 MHz) 8 1.91 (p, J = 7.5 Hz, 2H), 2.41 (t, J = 7.5 Hz, 2H), 2.58 (t, J = 7.5 Hz, 2H), 3.76 (s, 3H), 6.81 (d, J = 8.4 Hz, 2H), 8.07 (d, J = 8.4 Hz, 2H), 9.73 (s, 1H). The residue was used directly in the next step without any further purification.

According to the analysis of related databases, 20637-08-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LA JOLLA PHARMACEUTICAL COMPANY; WO2005/82343; (2005); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics