Dichloromethane → HCID 178455586, compound

Participants

Reaction Steps

A three necked round bottom flask fitted with a mechanical stirrer, nitrogen inlet and temperature probe was charged with (S)-(−)-2-methyl-2-propanesulfinamide (113 g, 0.929 mol) and DCM (2.0 L) at room temperature (endotherm to 9° C.). Copper(II) sulfate (309 g, 1.94 mol) was then added followed by (tert-butyldimethylsilyl-oxy)acetaldehyde (150 g, 0.774 mol). After 36 hours the reaction mixture was filtered through a plug of Celite, the plug rinsed with DCM (3×200 mL), and the filtrate concentrated to provide the title compound as a light yellow syrup. The crude product was carried forward into the next step without further purification. 1H NMR (CDCl3) δ 8.08 (1H, s), 4.56 (2H, s), 1.22 (9H, s), 0.95 (9H, s), 0.12 (6H, s).

Provenance & Evidence