Methyl bromoacetate → N-(2,6-Difluorophenyl)glycine methyl ester

Participants

Reaction Steps

A suspension of 2,6-difluoroaniline (15.0 g) and sodium bicarbonate (19.5 g) in methyl chloroacetate (15.2 ml) was stirred at 90°-100° under nitrogen for 16 h. Methyl bromoacetate (11.0 ml) and sodium bicarbonate (9.75 g) were added, and the suspension was stirred at 90°-100° for a further 5 h. Work up according to the method of Intermediate 11 gave an oil (14.7 g) which was purified by FCC eluting with system A (1:8) to give the title compound (8.27 g) as an oil, t.l.c. (System A, 1:8) Rf 0.3.

Provenance & Evidence