2,2-Difluoro-5-methoxy-6-nitrobenzo[d][1,3]dioxole → HCID 90413709, 화합물

반응식

[F:1][C:2]1([F:16])[O:6][C:5]2[CH:7]=[C:8]([N+:13]([O-])=O)[C:9]([O:11][CH3:12])=[CH:10][C:4]=2[O:3]1.[H][H]>C(OCC)(=O)C.[Pd]>[F:16][C:2]1([F:1])[O:3][C:4]2[CH:10]=[C:9]([O:11][CH3:12])[C:8]([NH2:13])=[CH:7][C:5]=2[O:6]1

참가 물질

실험 절차

2,2-Difluoro-5-methoxy-6-nitrobenzo[d][1,3]dioxole (1.7 g, 7.3 mmol) was dissolved in ethyl acetate (50 mL) and treated with 5% palladium on carbon (200 mg) and hydrogen at 40-50 pounds per square inch (psi) on a shaker. After 90 min, the catalyst was removed by filtration, the solvent was removed by evaporation, and the product dried under vacuum to give the title compound as a brown solid (1.5 g, qt (quantitative)): 1H NMR (400 MHz, CDCl3) δ 6.63 (s, 1H), 6.50 (s, 1H), 3.82 (s, 3H), 3.76 (d, J=23.0 Hz, 2H); 19F NMR (376 MHz, CDCl3) δ −50.32 (s); EIMS m/z 203.