Adding a certain compound to certain chemical reactions, such as: 19924-43-7, name is 2-(3-Methoxyphenyl)acetonitrile, belongs to nitriles-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 19924-43-7, Safety of 2-(3-Methoxyphenyl)acetonitrile
Example 1 Intermediate 1 3-(3,4-dimethylphenyl)-2-(3-methoxyphenyl)propanal To a solution of 3,4-dimethylbenzaldehyde (CAS 68844-97-3) (4.0 g, 29.6 mmol) and 3-methoxybenyl)acetonitrile (CAS 19924-43-7) (4.35 g, 29.6 mmol) in absolute EtOH, 30 mL, was added NaOMe (0.1 equiv), the mixture was stirred at room temperature for 2 h. Then, the reaction mixture was cooled to 0C and filtered. The precipitate was washed with cold EtOH and gave (2E)-3-(3,4-dimethylphenyl)-2-(3- methoxyphenyl)acrylonitrile as a white solid (6.20 g, 78%). NaBH4 (1 .8 g, 47 mmol) was added slowly to the solution of (2E)-3-(3,4- dimethylphenyl)-2-(3-methoxyphenyl)acrylonitrile (6.17 g, 23.5 mmol) in EtOH (100 mL) under argon. The mixture was stirred at 70C for 16 h. The solution was cooled to room temperature and quenched with water. The reaction mixture was diluted with 100 mL water and acidified with 6M HCI (aq.). After extraction with ether (3 x 100 mL), the combined organic layers were washed with water and brine, dried over MgSO4, filtered and concentrated to get 3-(3,4-dimethylphenyl)-2-(3- methoxyphenyl)propanenitrile as a white solid (6 g, 96 %). DIBAL-H (1 .0 M in toluene, 14 mL, 14 mmol) was added dropwise to the solution of 3-(3,4-dimethylphenyl)-2-(3-methoxyphenyl)propanenitrile (2.93 g, 1 1 .72 mmol) in Toluene (40 mL) at -78C under argon. The mixture was stirred at -78C to -20C for 3h and then quenched by slow addition of saturated NH4CI solution (2 mL) followed by Celite (2g) at -20C. The mixture was diluted with Et2O (50 mL), warmed slowly to room temperature, and stirred till all aluminum precipitated. The solid was filtered and washed with ether (3 x 50 mL), the combined organic layers wer dried over MgSO , filtered and concentrated and gave Intermediate 1 (2.34 g, 74 %).1 H NMR (CDCI3, 300 MHz) delta: 9.72 (d, J = 1 .8 Hz, 1 H), 7.21 – 7.34 (m, 1 H), 6.98 (d, J = 7.3 Hz, 1 H), 6.74 – 6.92 (m, 4H), 6.70 (s, 1 H), 3.69 – 3.89 (m, 4H), 3.40 (dd, J = 14.1 , 7.3 Hz, 1 H), 2.92 (dd, J = 14.1 , 7.3 Hz, 1 H), 2.20 (d, 6H).
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-(3-Methoxyphenyl)acetonitrile, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; ALLERGAN, INC.; SINHA, Santosh C.; BHAT, Smita S.; CORPUZ, Evelyn G.; CHOW, Ken; FANG, Wenkui K.; IM, Wha Bin; WO2012/74921; (2012); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts