Ammonia → HCID 21764421, compound

Participants

Reaction Steps

23.1 g. of biphenyl in 200 ml. of ether are added to 300 ml. of condensed, dry ammonia and then 2.1 g. of lithium wire (about 2 cm long pieces, de-greased with cyclohexane) are subsequently added at -40° C. over a period of 15 minutes. The mixture is then held at boiling temperature (about -33° C.) for 2 hours. Subsequently, 7.2 g. of 2-chloro-N,N-dimethylethylamine hydrochloride are rapidly added portionwise at about -70° C. The mixture is again warmed to boiling temperature and held at this temperature for 0.5 hour. After the subsequent addition of ammonium chloride, distillation of the ammonia and aqueous working-up, an oily product is obtained. After purification by chromatography on a 20-fold amount of silica gel using methylene chloride/methanol (10:1) for the elution, the resulting N,N-dimethyl-1-phenyl-2,5-cyclohexadien-1-ethylamine is converted into the (1:1)-maleate as described in Example 1.

Provenance & Evidence