Dimethylacetamide → HCID 25116944, compound

Participants

Reaction Steps

A mixture of the compound of Example 4 (0.08 g, 0.16 mmol), methanesulfonamide (0.017 g) and AD-mix β (0.7 g) in t-BuOH/H2O (5 mL/5 mL) was vigorously stirred at rt overnight. DMA (0.5 mL) was added and stirring continued for 5 h. The reaction was carefully quenched by the portionwise addition of sodium bisulfite (1 g). The phases were separated and the aq. phase extracted with EA. The combined org. layers were dried over MgSO4 and concentrated. Chromatography on SiO2 (EA/MeOH 9:1, 4:1, +1% NH4OH) followed by trituration with ether/MeOH gave the desired product as a colourless solid (0.030 g, 35% yield).

Provenance & Evidence