Ethyl bromoacetate → HCID 20689154, compound

Participants

Reaction Steps

A solution of 1-4 (2.04 g, 8.97 mmol) in DMSO (10 mL) was cooled to 0° C. and treated with sodium hydride (450 mg of 60% in oil, 11.2 mmol). The reaction mixture was warmed to room temperature for 15 min, followed by addition of ethyl bromoacetate (1.67 g, 10.0 mmol) and warming to 50° C. overnight. The solvent was removed in vacuo and the residue diluted with water and extracted with three portions of dichloromethane. The combined organic extracts were washed with brine and dried (Na2SO4). The solvent was removed in vacuo. Preparative centrifugal chromatography (SiO2, 6 mm, 50% EtOAc, 50% hexane) afforded 1-5.

Provenance & Evidence