Methanol → Methyl L-phenylalaninate hydrochloride

Participants

Reaction Steps

To a 100 ml of reaction flask was added 25 ml of absolute methanol, then cooled down to −10° C. or below using an ice-salt bath, and SOCl2 (7 ml, 96 mmol) was added dropwise slowly under stirring, then reacted for 10 min at a temperature of −10° C. or below, followed by addition of L-phenylalanine (1.65 g, 10 mmol), reacted at a low temperature for 40 min, the ice-salt bath was removed, the obtained solution reacted for 48 h at room temperature, and concentrated under reduced pressure, 15 ml of methanol was added, the result solution was concentrated under reduced pressure for twice. 50 ml of diethyl ether was added, standing, needle crystal was precipitated, filtered and dried, the obtained crude product was recrystallized from methanol-diethyl ether, 2.0 g of white crystal of L-phenylalanine methyl ester hydrochloride was given with a yield of 95%, [α]D25=+37.2° (c=1, CH3CH2OH), m.p.: 155-158° C.

Provenance & Evidence