Methanol → HCID 70374341, compound

Participants

Reaction Steps

A solution of 2.31 g (10 mmol) of 2-methyl-5-methoxy-1,2,3,4,8,9,10,10a-octahydronaphth[1,8-cd]azepine in 25 ml of dichloromethane was cooled to -70° C., and 20 ml of 1M boron tribromide in dichloromethane was added. The mixture was allowed to warm to room temperature and then cooled to -40° C., and then treated with 10 ml of methanol. Solvents were removed under reduced pressure and the residue was crystallized from methanol ether to afford 1.8 g (60%) of 2-methyl-5-hydroxy-1,2,3,4,8,9,10,10a-octahydronaphth[1,8-cd]azepine (HBr salt, mp 217°-218° C.).

Provenance & Evidence