反应详情

2-Methoxy-4-methyl-benzoic acid (1.0 g. 6 mmol), methanesulphonamide (1.14 g. 12 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.31 g. 12 mmol), 4-dimethylaminopyridine (1.47 g. 12 mmol) and DCM (50 mL) were combined and stirred at room temperature under nitrogen for 18 hours. The reaction mixture was concentrated in vacuo and the residue suspended in water and acidified with aqueous potassium hydrogen sulphate (0.5 M). The mixture was extracted with EtOAc (1×30 mL). The organic layer was separated, washed with brine (2×20 mL), dried over sodium sulfate, filtered and evaporated to give a solid, which was triturated with hexane: diethyl ether (4:1) to yield the title compound as a white solid (0.92 g, 63%).

1. concentrationThe reaction mixture was concentrated in vacuo
2. extractionThe mixture was extracted with EtOAc (1×30 mL)
3. customThe organic layer was separated
4. washwashed with brine (2×20 mL)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. customevaporated
8. customto give a solid, which
9. customwas triturated with hexane: diethyl ether (4:1)