4-Bromo-1,2-dichlorobenzene → (2RS,3RS)-3-(3,4-dichlorophenyl)-1-dimethylamino-2-methylpentan-3-ol hydrochloride

Participants

Reaction Steps

39 g of crude mixture were prepared analogously to Example 1 from 15 g (105 mmole) 1-dimethylamino-2-methylpentan-3-one, 35.5 g (157 mmole) 4-bromo-1,2-dichlorobenzene and 3.8 g (157 mmole) magnesium turnings. This mixture was introduced on to a 7×40 cm column packed with silica gel and eluted with 4:1 ethyl acetate/methanol. 14.9 g of base were obtained, from which 11.2 g of hydrochloride (2) (31% theoretical) with a melting point of 183-184° C. were obtained with trimethylchlorosilane/water in 2-butanone/diisopropyl ether.

Provenance & Evidence