Dimethyl Sulfoxide → HCID 53880571, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve oxalyl chloride (2.01 g, 15.82 mmol) in dry CH2Cl2 (30 mL) and cool to -78° C. under N2, add DMSO (2.47 g, 31.64 mmol) in dry CH2Cl2 (12 mL) dropwise and stir at -78° C. for 15 mins. Add the product of Step 7 (6.56 g, 12.66 mmol) in dry CH2Cl2 (20 mL) dropwise and stir at -78° C. for 3 h. Add diisopropylethylamine (4.91 g, 37.97 mmol) and stir at -78° C. for 1 h. Warm slowly to 0° C. and stir at 0° C. for 30 mins. Add water (150 mL) and extract with CH2Cl2. Wash combined organic extracts with saturated aqueous NaCl, dry (MgSO4), filter, and concentrate to give 6.53 g (12.66 mmol, 100%) of a yellow oil. MS (FAB): m/e 516 (M+1).

Provenance & Evidence