2-(3-chlorophenyl)-2-methylpropanenitrile synthesis
- Product Name:2-(3-chlorophenyl)-2-methylpropanenitrile
- CAS Number:64798-33-0
- Molecular formula:C10H10ClN
- Molecular Weight:179.65
Yield:64798-33-0 92%
Reaction Conditions:
Stage #1: 2-(3-chlorophenyl)acetonitrilewith sodium hydride in tetrahydrofuran at 0; for 1 h;
Stage #2: iodomethane in tetrahydrofuran at 0 - 20;
Steps:
To a suspension of NaH (3.96 g, 99 mmol, 3 eq) in THF (100 mL) was added dropwise a solution of 3-chlorobenzylcyanide (5 g, 33 mmol) in THF (60 mL) at 0 °C. After stirring 1 h, iodomethane (10.3 mL, 165 mmol, 5 eq) was added to the reaction mixture. After stirring for 2 h at 0 °C, the reaction mixture was allowed to warm to room temperature, quenched carefully with the addition of water, and then extracted with EtOAc. The combined extracts were washed with brine, dried over MgS04 and evaporated in vacuo to give 2-(3- chlorophenyl)-2-methylpropanenitrile, which used in the next step without further purification (5.5 g, 92%). 1H NMR (400 MHz, CDC13) δ 7.44 (m, 1H), 7.37 (m, 2H), 7.29 (m, 1H), 1.72 (s, 6H).
References:
WO2011/71565,2011,A1 Location in patent:Page/Page column 155
1529-41-5
334 suppliers
$10.00/1g
74-88-4
353 suppliers
$15.00/10g
14271-35-3
3 suppliers
inquiry
64798-33-0
7 suppliers
inquiry
