2-(2-cyanopropan-2-yl)benzonitrile(WX191825) synthesis

Yield:99911-10-1 18.1%

Reaction Conditions:

Stage #1: (2-cyanophenyl)acetonitrilewith sodium hydride in tetrahydrofuran at 0; for 1 h;
Stage #2: methyl iodide in tetrahydrofuran at 0 - 20;

Steps:

4.1 4.1. Synthesis of compound 19: English name is: 2-(2-cyanopropan-2-yl)benzonitrile;

Sodium hydride (60%, 12.0g, 0.3mol) was added to tetrahydrofuran (150mL), cooled to 0 degrees in an ice water bath, and a solution of compound 18 (14.2g, 0.1mol) in tetrahydrofuran (50mL) was added dropwise. Stir for 1 hour. The reaction solution was cooled again to 0 degrees, CH3I (57.0g, 0.4mol) was added dropwise, stirred at room temperature overnight, poured into ice water (200mL) to quench, extracted with ethyl acetate (50mL x 2), the organic phase was dried over sodium sulfate concentrate. Methyl tert-butyl ether (20 mL) and petroleum ether (50 mL) were added, filtered with stirring, and dried in vacuo to give compound 19 as a yellow solid (13.8 g, yield 18.1%).

References:

CN110950868,2020,A Location in patent:Paragraph 0140-0147