Acetyl chloride → HCID 67336483, compound

Participants

Reaction Steps

Dissolve 3-tert-butoxycarbonyl-7-chloro-6-(1H-imidazol-2-ylthiomethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (10.11 g, 25.65 mmol) in absolute ethanol (125 mL). Add acetyl chloride (20.13 g, 256.5 mmol) dropwise. On addition, the reaction mixture exotherms to 40-50° C. Stir the reaction at 50 to 60° C. for 2.5 h. Cool the mixture to 0 to ° 5 C. Filter, wash with ethanol, and dry solid in vacuo to obtain 7-chloro-6-(1H-imidazol-2-ylthiomethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine hydrochloride (8.64 g). MS (ES+) m/z: 294.3 (M+H)+.

Provenance & Evidence