1-Bromo-3-chlorobenzene → (2RS,3RS)-3-(3-chlorophenyl)-1-dimethylamino-2-methylpentan-3-ol hydrochloride

Participants

Reaction Steps

63 g of crude mixture were obtained under the conditions cited for Example 1 from 38.0 g (270 mmole) 1-dimethylamino-2-methylpentan-3-one, 74.7 g (390 mmol) 1 -bromo-3-chlorobenzene and 9.50 g (390 mmole) magnesium turnings. This mixture was introduced on to a 7×45 cm column packed with silica gel and eluted with 7:1 diisopropyl ether/methanol. 12.8 g of base were obtained, from which 10.8 g of hydrochloride (4) (14% theoretical) with a melting point of 160-162° C. were obtained with trimethylchlorosilane/water in 2-butanone/ether.

Provenance & Evidence