1-Bromo-2-Chloroethane → HCID 90332486, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of NaOH (2.59 g, 64.8 mmol) in water (6 mL) was added 2-(6-bromo-2-chloropyridin-3-yl)acetonitrile (1.5 g, 6.48 mmol), tetrabutyl ammonium bromide (0.418 g, 1.296 mmol) and 1-bromo-2-chloroethane (1.079 mL, 12.96 mmol). The resulting mixture was heated to 50° C. and stirred for 2 h, extracted with ethyl acetate (2×30 mL), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified using column chromtography (eluted with 0-20% ethyl acetate in hexane) to give 1-(6-bromo-2-chloropyridin-3-yl)cyclopropanecarbonitrile (850 mg, yield: 51%) MS (M+H)+: 258.

Provenance & Evidence