Hydrochloric Acid → HCID 22867972, compound

Participants

Reaction Steps

To a solution of L-phenylalanine 1.65 g (10 mmol) in 2N sodium hydroxide aqueous solution, cooled in an ice-water bath and under vigorous stirring, a mixture of methanesulfonyl chloride 1.26 g (11 mmol) and tetrahydrofuran 3 ml, and 2N sodium hydroxide aqueous solution 6 ml were added dropwise and alternately each in three portions. After completion of addition stirring was continued under ice-water cooling for 5 minutes, further, at room temperature for 1 hour. 6N hydrochloric acid 2 ml was added, and extraction was made with 30 ml of chloroform. Organic layer was washed with water and dried, and the solvent distilled off to obtain crude N-Ms-L-Phe as an oil. The crude product was purified by silica gel column chromatography- (eluent: chloroform, ethyl acetate) to give pure N-Ms-L-Phe 1.00 g as an oil. The yield based on the used L-phenylalanine was 41.0%.

Provenance & Evidence