Hydrochloric Acid → 2-Piperidinylidene-ethanenitrile

Participants

Reaction Conditions

Reaction Steps

A suspension of cyano-2-piperidinylidene-ethanoic acid methyl ester (1.4 g, 7.76 mmol) in 25 mL 1M NaOH was heated at 100° C. for 30 mins. The reaction mixture was cooled to 0° C. and acidifed to pH 5-6 by adding conc. HCl, then extracted with 3×50 mL acetate. The organic phases were combined, dried, and concentrated. The crude product was purified on flash column to afford 2-piperidinylidene-ethanenitrile (590 mg, 62%).

Provenance & Evidence