反应详情

温度

0 °C

To a 0° C. solution of furfurylalcohol (0.19 ml; 2.24 mmol) and triethylamine (0.52 ml; 3.73 mmol) in methylene chloride (4 ml) was added methanesulfonyl chloride (0.17 ml; 2.24 mmol). The mixture was stirred 1 hour at 0° C., then compound 1 (300 mg; 0.75 mmol) was added. The reaction mixture was allowed to warm to room temperature and stirred overnight, then heated to 45° C. and stirred for 1½ hours. The reaction mixture was allowed to cool to room temperature and NaOH 2N was added untill pH was basic. The mixture was extracted with methylene chloride (3×). The combined methylene chloride extracts were dried over Na2SO4, filtered and concentrated under reduced pressure. Purification by reverse phase using 10%-25% CH3CN/H2O (TFA as the buffer) gave 197 mg of desired product (TFA salt).

1. temperatureto warm to room temperature
2. stirringstirred overnight
3. temperatureheated to 45° C.
4. stirringstirred for 1½ hours
5. temperatureto cool to room temperature
6. extractionThe mixture was extracted with methylene chloride (3×)
7. dry with materialThe combined methylene chloride extracts were dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure
10. customPurification by reverse phase