反応 #1833234

反応方程式

sodium methoxide

2,2,5-Trifluoro-6-nitrobenzo[d][1,3]dioxole

methoxide

acetic acid

→

title compound

収率 70.0%

2,2-Difluoro-5-methoxy-6-nitrobenzo[d][1,3]dioxole

収率 70.0%

溶媒

methanol

反応条件

後処理

1. 1
   その他the volatiles were removed by rotary evaporation
2. 2
   洗浄washed with saturated NaHCO3 (10 mL), saturated NaCl (10 mL)
3. 3
   乾燥dried (Na2SO4)
4. 4
   その他evaporated
5. 5
   その他The material was purified by chromatography on silica with a 0-30% ethyl acetate-hexane gradient

実験手順

2,2,5-Trifluoro-6-nitrobenzo[d][1,3]dioxole (2.5 g, 11 mmol) was dissolved in dry methanol (20 mL), treated with 30% sodium methoxide solution (3.1 g, 17 mmol), and stirred at 20° C. for 1 h. After excess methoxide was neutralized by addition of acetic acid, the volatiles were removed by rotary evaporation. The residue was taken up in ethyl acetate (50 mL), washed with saturated NaHCO3 (10 mL), saturated NaCl (10 mL), dried (Na2SO4) and evaporated. The material was purified by chromatography on silica with a 0-30% ethyl acetate-hexane gradient to give the title compound as a white solid (1.8 g, 70%): mp 84-85° C. 1H NMR (400 MHz, CDCl3) δ 7.71 (s, 1H), 6.89 (s, 1H), 3.98 (s, 3H); 19F NMR (376 MHz, CDCl3) δ −49.90 (s); EIMS m/z 233.

出典