Methyl chloroacetate → HCID 22120793, compound

Participants

Reaction Steps

A mixture of 3-phenoxyaniline (25 g, 0.135 mol), sodium bicarbonate (22.7 g, 0.27 mol) and methyl chloroacetate (15.5 ml, 0.2025 mol) was heated at 90°-100° C. with vigorous stirring for 20 h. The mixture was allowed to cool to room temperature and was then poured into water (200 ml) and extracted with dichloromethane (2×100 ml). The organic extract was washed with 2N hydrochloric acid (2×100 ml), water (2×100 ml) and then dried and evaporated to give a grey/green solid. This was triturated with hexane (400 ml) and filtered to give the title compound as a grey/green solid (18.4 g, 53%), m.p 44°-45°.

Provenance & Evidence