Phenylacetonitrile → HCID 66887401, compound

Participants

Reaction Steps

To a solution of benzyl cyanide (2.00 g, 17.1 mmol) and 3-Chloro-2,5-dimethyl-pyrazine (2.03 g, 14.2 mmol) in tetrahydrofuran (100 mL) was added dropwise sodium bis-(trimethylsilyl)amide (1 M in THF, 35.6 mL, 35.6 mmol). After stirring at room temperature for 18 h, the reaction mixture was poured into sat. aq. NH4Cl (150 mL). After extraction with ethyl acetate (150 mL), the organic layer was washed with water (100 mL), dried over MgSO4 and concentrated in vacuo to afford (3,6-dimethylpyrazin-2-yl)(phenyl)acetonitrile [4.07 g, yield 96%; HPLC/MS: m/z=223 (M+H); log P(HCOOH)=2.28].

Provenance & Evidence