2-Phenyl-3-oxopentanenitrile synthesis
- Product Name:2-Phenyl-3-oxopentanenitrile
- CAS Number:6277-02-7
- Molecular formula:C11H11NO
- Molecular Weight:173.21
Yield:6277-02-7 28%
Reaction Conditions:
with potassium 2-methyl-2-butoxide in tetrahydrofuran at 20; for 0.5 h;
Steps:
44.1
Step 1. 3-Oxo-2-phenylpentanenitrile To a solution of 2-phenylacetonitrile (10 g, 85.36 mmol) in THF (100 ml) was added potassium t-amylate (1N, 56 mL) and ethyl propanoate (34.87 g, 341.42 mmol) dropwise, with stirring. After stirring 30 minutes at room temperature, the reaction was quenched by the addition of HCl (3N), extracted with ethyl acetate (300 mL), washed with water (3*100 mL), dried over anhydrous magnesium sulfate, and concentrated in vacuo to give a residue, which was purified by a silica gel column chromatography with 10% ethyl acetate in petroleum ether to afford 3-oxo-2-phenylpentanenitrile as a brown solid (4.2 g, 28%). 1H-NMR (300 MHz, DMSO) δ 7.36-7.53 (m, 5H), 4.71 (s, 1H), 2.53-2.64 (m, 2 H), 1.00-1.06 (m, 3H)
References:
US2012/277224,2012,A1 Location in patent:Page/Page column 37
