Dichloromethane → HCID 131734479, compound

Participants

Reaction Steps

To a solution of 6-({[tert-butyl(diphenyl)silyl]oxy}methyl)-1,3-benzoxazol-2(3H)-one (Intermediate 78, 218 mg, 0.54 mmol) in DMF (2 mL) were added potassium carbonate (232 mg, 1.68 mmol) and 2-bromoethanol (60 μL, 0.85 mmol) and the reaction mixture was placed in a sealed vessel at 120° C. over a period of 4 hours. CH2Cl2 was added to the mixture and the solids were filtered off and washed with CH2Cl2. The resulting filtrate was washed with water and brine and the organic phase was filtered through a Phase Separator membrane to remove remaining water. The crude oil was purified by column chromatography over silica gel using Hexane:Et2O as eluent (from 0 to 100% of Et2O) to give the title compound as a white solid (107 mg, 44% yield).

Provenance & Evidence