反应详情

To a solution of 4-(chlorosulfonyl)-benzoic acid (0.5 g, 2.2 mmol) in THF (20 ml) was added morpholine (0.434 ml, 5 mmol) dropwise over 5 min, and this mixture stirred at r.t.for 1 h. Water (50 ml) was then addedand the mixture agitated, the phases were separated and the aqueous phase extracted with EtOAc (2×50 ml). The combined organic phases were washed with satd. aq. NaCl solution, dried, filtered and evaporated. The residue was chromatographed over SiO2 (Merck 230-400 mesh) eluting with a CHCl3/(acetone+10% HCO2H) (9:1), the product fractions were pooled, evaporated and dried in vacuo (0.05 mmHg, 50° C.) to afford the title compound as a beige solid (270 mg, 20% yield), MS: m/e=271 (M+).

1. stirringthe mixture agitated
2. customthe phases were separated
3. extractionthe aqueous phase extracted with EtOAc (2×50 ml)
4. washThe combined organic phases were washed with satd
5. dry with materialaq. NaCl solution, dried
6. filtrationfiltered
7. customevaporated
8. customThe residue was chromatographed over SiO2 (Merck 230-400 mesh)
9. washeluting with a CHCl3/(acetone+10% HCO2H) (9:1)
10. customevaporated
11. customdried in vacuo (0.05 mmHg, 50° C.)