Ammonia → (+)-Cis-3-ethoxymethyl-4-(3,4-dichlorophenyl)-piperidine

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Reaction Steps

A mixture of (13) 0.70 g and 1-chloroethylchloroformate (2.5 ml) was stirred at 100° C. for 2 days where after 4 N NaOH (25 ml) was added. The mixture was stirred with reflux overnight. After cooling, the mixture was extracted with toluene. The organic phase was dried and evaporated to give an oil which was subjected to column chromatography (SiO2, methylene chloride, MeOH, ammonia 9:1:1%) to give the product as pale crystals. Mp 68-70° C.

Provenance & Evidence