Pyridine → Benzeneacetyl chloride, 4-bromo-

Participants

Reaction Steps

Dissolve 4-bromophenylacetic acid (25.39; 118.07 mmol) in ether (200 mL). Add anhydrous pyridine (1 mL) and cool the reaction to 0° C., then add oxalyl chloride (18.44 g, 12.86 mL, 145.32 mmol). After 15 minutes, allow the reaction to come to ambient temperature. At 1.5 hours, add DMF (0.4 mL) and stir for an additional hour. Concentrate to a thick amber oil. Dilute with dichloromethane (118 mL) to provide a 1 N stock solution of (4-bromo-phenyl)-acetyl chloride (118 mmol).

Provenance & Evidence