Hydrochloric Acid → 2-(prop-2-yn-1-yl)pent-4-ynoic acid

Participants

Reaction Steps

Methyl 2-(2-propynyl)-4-pentynoate (27.5 g) was saponified with sodium hydroxide (22 g) in refluxing water (250 ml). The solution was cooled and acidified with 12 N HCl to pH 3, and then extracted with t-butyl methyl ether. The organic layer was washed with brine and dried over sodium sulfate. Solvent removal afforded the title compound.

Provenance & Evidence