Acetone → Sodium 2-(5-phenylpentyl)oxirane-2-carboxylate

Participants

Reaction Steps

A mixture of 166 ml of 1 N sodium hydroxide solution and 90 ml of tetrahydrofuran is added dropwise to a solution of 43.6 g of 2-(5-phenylpentyl)oxirane 2-carboxylic acid ethyl ester in 90 ml of tetrahydrofuran. When the addition has ended, the mixture is stirred for about 45 minutes, until a clear solution has formed. 1.6 l of acetone are now added dropwise in the course of 3 hours, a crystalline precipitate, which is filtered off and washed with acetone, separating out. The product is recrystallized from water to give 42.9 g of the title compound as the dihydrate of m.p. 82° to 86° C.

Provenance & Evidence