Hydrochloric Acid → (2S)-1-(4-methylbenzenesulfonyl)pyrrolidine-2-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 7 g of L-proline in 120 ml of a 2N aqueous sodium hydroxide solution, there was added 11.8 g of p-toluenesulfonyl chloride and the mixture was heated to 70° C. for one hour with stirring. After the reaction solution was ice-cooled, it was acidified with hydrochloric acid and then extracted with ethyl acetate. The resulting organic phase was washed with water, dried over anhydrous magnesium sulfate and then concentrated to give 16.1 g (yield 98.3%) of the title compound.

Provenance & Evidence