Dimethyl Sulfoxide → HCID 58377416, compound

Participants

Reaction Conditions

Reaction Steps

DMSO (930 L) was added to a −78° C. solution of oxalyl chloride (3.2 mL, 2 M/toluene) in CH2Cl2 (44 mL). After 15 min., a solution of alcohol 2-3 (968 mg, 5.3 mmol) in 14 mL CH2Cl2 was added by cannula, rinsing with 2 mL CH2Cl2. The reaction was stirred for 15 min. and Et3N (5.9 mL) was added. The reaction was allowed to warm to 0° C. and after 2 h, 100 mL saturated NaHCO3 solution was added. The resulting mixture was extracted with CH2Cl2 (3×) and the combined CH2Cl2 solution was washed with H2O and brine and then was dried (Na2SO4), filtered and evaporated to give the title compound.

Provenance & Evidence