Benzyl Chloride → Poly(1-benzylhistidine)

Participants

Reaction Steps

The product 1 was synthesized by treating a solution of L-histidine (80 g, 138 mmol) in liquid ammonia (600 mL) at -70° C. with sodium (36 g) and benzylchloride (48 mL, 416 mmol). The desired product crystallized from a water solution at pH 8 and, after recrystallization from ethanol/water, 7/3, was obtained in a 56% (52.2 g) yield: mp 234-238° C. (lit. mp 248-249° C. corr).

Provenance & Evidence