反応 #1833257

反応方程式

ethyl acetate

NaHSO3

Methyl 4-amino-3-chloro-6-(2,2-difluoro-7-(trimethylsilyl)benzo[d][1,3]dioxol-4-yl)-5-fluoropicolinate

iodine monochloride

→

title compound

収率 96.1%

Methyl 4-amino-3-chloro-6-(2,2-difluoro-7-iodobenzo-[d][1,3]dioxol-4-yl)-5-fluoropicolinate

収率 96.1%

溶媒

1,2-dichloroethane

反応条件

後処理

1. 1
   抽出The aqueous phase was extracted with ethyl acetate (15 mL)
2. 2
   洗浄the combined organic phases were washed with saturated NaCl (10 mL)
3. 3
   乾燥dried (Na2SO4)
4. 4
   その他evaporated

実験手順

Methyl 4-amino-3-chloro-6-(2,2-difluoro-7-(trimethylsilyl)benzo[d][1,3]dioxol-4-yl)-5-fluoropicolinate (400 mg, 0.92 mmol) in 1,2-dichloroethane (5 mL) was treated with iodine monochloride (900 mg, 5.5 mmol) and stirred for 20 h at 20° C. The mixture was combined with 10 wt % NaHSO3 solution (30 mL) and ethyl acetate (30 mL). The aqueous phase was extracted with ethyl acetate (15 mL), and the combined organic phases were washed with saturated NaCl (10 mL), dried (Na2SO4) and evaporated to give the title compound as a white solid (430 mg, 96%): mp 156-159° C.; 1H NMR (400 MHz, CDCl3) δ 7.50 (d, J=8.6 Hz, 1H), 7.23 (d, J=8.6 Hz, 1H), 5.02 (s, 2H), 3.99 (s, 3H); 19F NMR (376 MHz, CDCl3) δ −49.22, −137.49; ESIMS m/z 487 ([M+H]+), 485 ([M−H]−).

出典