Hydrochloric Acid → HCID 178512481, compound

Participants

Reaction Steps

A 50% solution of concentrated hydrochloric acid in water (40 mls) was added to 3-guanidino-benzyldiethylacetamidomalonate (910 mg, 2.5 mmol). The reaction mixture was stirred at reflux for 15 hours. The solvent was evaporated to a third of the volume and the crude product purified by ion exchange chromatography (Dowex AG 50W-X8, 100-200 mesh resin, 16 ml wet bed volume), eluting with 0.1M ammonia solution to give a tan glass/oil. Futher purified by flash column chromatography (10% 880 ammonia/methanol) gave 3-guanidino-DL-phenylalanine (240 mg, 43%) as a tan glass.

Provenance & Evidence