Dimethyl Sulfoxide → HCID 22117848, compound

Participants

Reaction Conditions

Reaction Steps

4-Chloro-3-(phenylmethoxy)phenyl methan-1-ol (82c) (2.74 g, 11.06 mmol) was dissolved in 25 mL ether. Triethylamine (TEA) (7.74 mL, 55.3 mmol) was added and the mixture was cooled to 0° C. A suspension of sulfur trioxide-pyridine (5.27 g, 22.18 mmol) and dimethylsulfoxide (6.3 mL, 88.48 mmol) was added dropwise. The reaction mixture was warmed to room temperature and stirred for 1 hour. The reaction mixture was then diluted with dichloromethane, washed with 1N hydrochloric acid, sodium bicarbonate and brine and concentrated to dryness. The crude product was purified by preparative HPLC using hexane/ethyl acetate to give the 1.9 g (71% yield) of the title compound (82d).

Provenance & Evidence