反应详情

LiBH4 (1.45 mL, 2.9 mmol, 2 M in THF) was added to a stirred solution of methyl(4-cyano-2,5-difluorophenyl)acetate (0.47 g, 2.2 mmol) in THF (25 ml) at 0° C. The resulting solution was stirred for 12 h. Water (15 ml) was added, and the resulting solution was extracted with dichloromethane (2×50 ml). The combined organic layers were dried over MgSO4, filtered, and evaporated under reduced pressure to yield the product after purification on silica gel (eluted with 5-30% ethyl acetate-hexanes) as a clear oil. 1H NMR (500 MHz, CDCl3) δ 7.32 (dd, J=5.3, J=5.0 Hz, 1H), 7.23 (dd, J=5.8, J=5.7 Hz, 1H), 3.95 (t, J=6.2, J=6.4 Hz, 2H), 2.98 (t, J=6.4, J=6.2 Hz, 2H). LC-MS (IE, m/z): 184 [M+1]+.

1. extractionthe resulting solution was extracted with dichloromethane (2×50 ml)
2. dry with materialThe combined organic layers were dried over MgSO4
3. filtrationfiltered
4. customevaporated under reduced pressure
5. customto yield the product
6. customafter purification on silica gel (eluted with 5-30% ethyl acetate-hexanes) as a clear oil