Trifluoroacetic acid → 3-(2-Nitrovinyl)-6-ethoxycarbonyl-1H-indole
反応式
CN(C)[CH:3]=[CH:4][N+:5]([O-:7])=[O:6].C(O)(C(F)(F)F)=O.[CH2:16]([O:18][C:19]([C:21]1[CH:29]=[C:28]2[C:24]([CH:25]=[CH:26][NH:27]2)=[CH:23][CH:22]=1)=[O:20])[CH3:17]>>[N+:5]([CH:4]=[CH:3][C:25]1[C:24]2[C:28](=[CH:29][C:21]([C:19]([O:18][CH2:16][CH3:17])=[O:20])=[CH:22][CH:23]=2)[NH:27][CH:26]=1)([O-:7])=[O:6]参加物
4
実験手順
Combine 1-dimethylamino-2-nitroethylene (1.93 g, 16.58 mmol) and TFA (10.0 ml) and stir until dissolved. Add 6-ethoxycarbonyl-1H-indole (3.14 g, 16.58 mmol) and stir at ambient temperature. After 1 hour, pour the reaction mixture into ice/water, extract with ethyl acetate, then evaporate to residue. Stir the residue in warm ethanol, cool to ambient temperature, then filter and dry to give the title compound as a dark yellow powder: mp 241° C. MS (ACPI): m/e 261.1 (M+1). Analysis for C13H12N2O4: Calcd: C, 60.00; H, 4.65; N, 10.76; found: C, 59.99; H, 4.63; N, 10.59.