تفاعل #1833234

معادلة التفاعل

sodium methoxide

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

methoxide

acetic acid

→

title compound

المردود 70.0%

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

المردود 70.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىthe volatiles were removed by rotary evaporation
2. 2
   غسيلwashed with saturated NaHCO3 (10 mL), saturated NaCl (10 mL)
3. 3
   تجفيفdried (Na2SO4)
4. 4
   أخرىevaporated
5. 5
   أخرىThe material was purified by chromatography on silica with a 0-30% ethyl acetate-hexane gradient

الإجراء التجريبي

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.

المصدر