Formaldehyde → HCID 21430573, compound

Participants

Reaction Steps

4-Benzamidopiperidine (62 g.) was added to a stirred suspension of 1.1 g. cupric acetate and 9.5 g. paraformaldehyde in 300 ml. dry dioxane, followed by propiolaldehyde diethylacetal (38.6 g.). Stirring was continued for 24 hours at 80° C under nitrogen. The hot reaction mixture was filtered and the filtrate was evaporated. Recrystallisation ofthe solid residue from ethyl acetate-petroleum ether (bp. 60°-80° C) gave 4-benzamido-1-(4,4-diethoxybut-2-ynyl)piperidine as colourless shining leaflets. (84.6 g.), m.p. 130° C. (Found: C, 69.5; H, 8.3; N, 8.3 C20H28N2O3 requires C, 69.7; H, 8.2; N, 8.1%).

Provenance & Evidence