Sodium borohydride → HCID 70982434, compound

Participants

Reaction Steps

To a solution of 0.51 mmol of 5-(1-(4-chlorophenyl)cyclo-butyl)-7-methoxy-2,3-dihydrobenzo[f][1,4]oxazepine in 5 ml methanol and 0.1 ml water were added 1.00 mmol sodium borohydride and the mixture was stirred at room temperature over night. The mixture was concentrated and the residue was dissolved in methylene chloride and water was added. The phases were separated using a Chromabond® PTS column. The aqueous phase was extracted with methylene chloride (1×). The combined organic phases were dried over Na2SO4, and filtered and concentrated to give 0.18 g of a crude material, which was purified by flash chromatography. To the combined fractions was added a solution of hydrogen chloride in 2-propanol and concentrated. The residue was dissolved in methanol and concentrated (2×). The material was further purified by flash chromatography to yield 14 mg of 5-(1-(4-chlorophenyl)cyclobutyl)-7-methoxy-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine hydrochloride as a white solid (HCl-salt, 15%).

Provenance & Evidence