반응 #1833234

반응 방정식

sodium methoxide

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

methoxide

acetic acid

→

title compound

수율 70.0%

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

수율 70.0%

용매

methanol

반응 조건

후처리

1. 1
   기타the volatiles were removed by rotary evaporation
2. 2
   세척washed with saturated NaHCO3 (10 mL), saturated NaCl (10 mL)
3. 3
   건조dried (Na2SO4)
4. 4
   기타evaporated
5. 5
   기타The material was purified by chromatography on silica with a 0-30% ethyl acetate-hexane gradient

실험 절차

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.

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