反应详情

To a solution of compound 12 (0.25 g, 1.13 mmol) in methanol was added NaBH4 in portions in the period of 20 min at 0° C. The resulting solution was stirred at such temperature for another 40 min. No more starting materials were detected on TLC. Ice water was added to the reaction slowly. It was extracted with CHCl3 three times. The combined organic phases were washed with brine, and dried over Na2SO4. Removal of the solvent afforded the crude product. Purification of the crude product by using a silica gel column gave the desired product 13 (0.24 g, 95%). 1HNMR(CDCl3): 8.24 (d, J=1.8 Hz, 1H), 7.75 (br, 1H), 6.82 (m, 2H), 4.00 (m, 1H), 3.86 (s, 3H), 2.70 (m, 2H), 2.20 (s, 3H), 1.24 (d, J=6.1 Hz, 3H).

1. extractionIt was extracted with CHCl3 three times
2. washThe combined organic phases were washed with brine
3. dry with materialdried over Na2SO4
4. customRemoval of the solvent
5. customafforded the crude product
6. customPurification of the crude product