Boron tribromide → HCID 59730230, compound

Participants

Reaction Steps

Dissolve 2,2,2-trifluoro-1-(7-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)ethanone (10.0 g, 36.6 mmol) in dichloromethane (750 mL). Add BBr3 (11.0 mL, 116 mmol) and stir for 4 hours. Quench the reaction mixture with water (350 mL). Filter the suspension, then separate the two layers. Extract the aqueous layer with dichloromethane (2×300 mL). Dry the combined organic extracts over MgSO4, filter and concentrate to give the title compound (8.62 g, 91%): MS ES+ 260 (M+H)+, ES− 258 (M−H)−; HPLC [YMC-Pack Pro C-18 (150×4.6 mm, S-5 micron) acetonitrile in water containing 0.01% concentrated HCl at 1.0 mL/min, 30-99% over 19 min], tR=8.8 min, 100% purity.

Provenance & Evidence