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温度

0 °C

The alcohol 2 (500 mg, 1.616 mmol) was azeotroped with toluene, and then dissolved in dichloroethane (5 mL). Pyridine (1.44 mL, 17.78 mmol) was added and the mixture was cooled to 0° C. Anhydrous p-toluenesulfonic anhydride (580 mg, 1.778 mmol) was added and the mixture was warmed to room temperature and stirred for 1 hour. A condenser was adapted to the reaction flask and the mixture heated to 90° C. for two hours. Added additional 0.5 equivalents (290 mg) of p-toluenesulfonic anhydride and heated at 90° C. overnight. The mixture was cooled, diluted with dichloromethane and washed with 1 N HCl (2×3 mL), then water. The organic layer was dried with sodium sulfate and filtered over a small silica plug, rinsing with ethyl acetate. The solvents were removed in vacuo to afford an oil that crystallizes. LC-MS m/z=253 (M+NH4+).

1. temperaturethe mixture was warmed to room temperature
2. customA condenser was adapted to the reaction flask
3. temperaturethe mixture heated to 90° C. for two hours
4. temperatureheated at 90° C. overnight
5. temperatureThe mixture was cooled
6. washwashed with 1 N HCl (2×3 mL)
7. dry with materialThe organic layer was dried with sodium sulfate
8. filtrationfiltered over a small silica plug
9. washrinsing with ethyl acetate
10. customThe solvents were removed in vacuo
11. customto afford an oil
12. customthat crystallizes