Benzyl bromoacetate → HCID 59333696, compound

Participants

Reaction Steps

Sodium tert-butoxide (0.923 g, 9.60 mmol) in DMF (20 mL)/THF (12 mL) mixture was cooled down to 0° C. and set under N2 atmosphere. 1,3-Difluoropropan-2-ol (0.717 mL, 9.25 mmol) was added via syringe and stirred for 40 min then benzyl 2-bromoacetate (1.373 mL, 8.73 mmol) was added dropwise via syringe and the mixture was stirred at rt for 16 hours. Ethyl acetate and sat NaHCO3 solution were added and the phases were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude oil was purified by silica gel chromatography (heptane/EtOAc gradient) to afford the title compound (0.91 g, 43% yield).

Provenance & Evidence