1,3-Dibromopropane → Methyl 2-[4-(3-bromopropoxy)phenyl]acetate

Participants

Reaction Steps

A solution of methyl 4-hydroxyphenylacetate (20.0 g, 0.12 mol), 1,3-dibromopropane (97.2 g, 0.48 mol) and cesium carbonate (43.1 g, 0.13 mol) in dry DMF (250 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and 0.2N HCl. The organic layer was washed twice with water, then dried over sodium sulfate. The organic layer was filtered and evaporated to an oil which was chromatographed over silica gel with methylene chloride/hexane (2:1) to afford the title compound.

Provenance & Evidence