3-Fluorobenzyl chloride → {[2-(3-Fluorobenzyloxy)cyclohexyl]phenylmethyl}-dimethylamine hydrochloride

Participants

Reaction Conditions

Reaction Steps

1.00 g (4.29 mmole) of the 2-(dimethylaminophenylmethyl)cyclohexanol prepared according to Example 1 (3rd stage) were dissolved in 5 ml dimethylsulfoxide, analytical grade, and 503 mg (4.48 mmole) potassium tert-butylate were added at 50° C. The mixture was then heated to 100° C. and 323 μl (2.61 mmole) 3-fluorobenzyl chloride were added. This addition was repeated twice more after in each case two hours, and the reaction mixture was then heated at 100° C. for a further 15 hours. Working up was carried out according to Example 1 (4th stage), as a result of which 166 mg {[2-(3-fluorobenzyloxy)cyclohexyl]phenylmethyl}-dimethylamine hydrochloride (11% of theoretical), which decomposes from 203° C. on heating, were obtained.

Provenance & Evidence