反应详情

Benzenesulfonyl chloride (0.661 mL, 5.15 mmol) was added to a solution of compound 1-C (0.87 g, 4.69 mmol) in pyridine (10 mL) at 0° C. The ice bath was removed and the solution was stirred at ambient temperature for 2 h. The solvent was evaporated in vacuo, and the residue was partitioned between 2N HCl and dichloromethane. The organic layer was dried over magnesium sulfate and the solvent evaporated in vacuo. The residue was pre-absorbed on silica gel and purified by flash column chromatography, eluting with a gradient of ethyl acetate (10-50%) in heptane, to afford compound 1-D as a colorless solid (1.19 g, 88%). 1H-NMR (CDCl3): δ 6.96 (s, 1H), 7.25-7.34 (m, 2H), 7.44-7.49 (m, 2H), 7.55-7.66 (m, 3H), 7.84-7.88 (m, 2H); MS: m/z 290.1 (MH+).

1. customThe ice bath was removed
2. customThe solvent was evaporated in vacuo
3. customthe residue was partitioned between 2N HCl and dichloromethane
4. dry with materialThe organic layer was dried over magnesium sulfate
5. customthe solvent evaporated in vacuo
6. customThe residue was pre-absorbed on silica gel
7. custompurified by flash column chromatography
8. washeluting with a gradient of ethyl acetate (10-50%) in heptane
9. customto afford compound 1-D as a colorless solid (1.19 g, 88%)