Water → HCID 18188006, compound

Participants

Reaction Steps

Diclofenac sodium [331] (0.1 g, 0.33 mmol, 1.0 eq) DCM (2 ml), water (2 ml), sodium bicarbonate (0.105 g, 0.125 mmol, 3.81 eq) and tetrabutylammonium hydrogen sulfate (0.011 g, 0.033 mmol, 0.1 eq) were stirred at 25° C. for 2 min. A solution of chloromethyl chlorosulfate [323] (0.06 g, 0.363 mmol, 1.1 eq) in DCM (1 ml) was added dropwise. This biphasic system was stirred at RT for 1 h. The organic layer was separated and dried over anhydrous Na2SO4. Evaporation of the solvent under vacuum gave the product as a white solid, chloromethyl 2-(2-((2,6-dichlorophenyl)amino)phenyl)acetate [332] (0.11 g, 95%)

Provenance & Evidence