N-Benzylnormechlorethamine → 4-Piperidinecarbonitrile, 4-phenyl-1-(phenylmethyl)-, hydrochloride (1:1)

Participants

Reaction Conditions

Reaction Steps

In another run following the procedure described in Example 3 using 151.2 g of toluene solution containing 78.5 g of N,N-bis(2-chloroethyl)benzylamine, 39.8 g of phenylacetonitrile, 109 g of 50% aqueous sodium hydroxide solution, 11.6 g of tetra-n-butylammonium hydrogen sulfate, adding the sodium hydroxide solution over a period of twenty minutes and heating the reaction mixture at 85° C. for four hours, there was obtained 74.1 g (70% yield based on N,N-bis(2-chloroethyl)benzylamine) of 1-benzyl-4-cyano-4-phenylpiperidine hydrochloride, m.p. 261°-263° C.

Provenance & Evidence