Water → HCID 13607665, compound

Participants

Reaction Steps

A solution of 41.4 g of N-[3-(4-tert.-butylphenyl)-2-methyl-propyl]-4-carbethoxy-piperidine in 100 ml of absolute diethyl ether is added dropwise to a suspension of 10 g of LiALH4 in 100 ml of absolute ether. An exothermic reaction ensues and the ether refluxes. When the reaction has subsided, the mixture is heated under reflux for 4 hours. 100 ml of water are then slowly added dropwise, with ice cooling. 500 ml of diethyl ether are added, the top layer is decanted and the smeary residue is triturated twice more with ether. The combined ether phases are washed with water, dried over Na2SO4 and concentrated. Distillation of the residue gives 21 g of N-[3-(4-tert.-butylphenyl)-2-methyl-propyl]-4-hydroxymethylpiperidine [B]. Boiling point 175°-178° C./0.2 mbar.

Provenance & Evidence