Benzyl chloroformate → HCID 70226091, Verbindung
Reaktionsgleichung
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].C(N(C(C)C)CC)(C)C.[CH3:21][C:22]1[CH:23]=[C:24]([C:29]2[NH:30][C:31]3[C:36]([CH:37]=2)=[CH:35][C:34]([NH2:38])=[CH:33][CH:32]=3)[CH:25]=[C:26]([CH3:28])[CH:27]=1>>[CH2:5]([O:4][C:2](=[O:3])[NH:38][C:34]1[CH:35]=[C:36]2[C:31](=[CH:32][CH:33]=1)[NH:30][C:29]([C:24]1[CH:23]=[C:22]([CH3:21])[CH:27]=[C:26]([CH3:28])[CH:25]=1)=[CH:37]2)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1Komponenten
4
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a solution of 2-(3,5-dimethylphenyl)-5-amino-1H-indole (1.16 g in 60 mL dry methylene chloride) at −60 ° C. was added 0.86 mL benzyl chloroformate followed by 1 mL diisopropylethylamine and the mixture warmed slowly to 0° C. After 45 minutes, the reaction was quenched by the addition of saturated aqueous ammonium chloride and the mixture extracted with methylene chloride. The organic portion was washed with brine, dried over sodium sulfate and concentrated in vacuo. Purification by flash chromatography (hexane:methylene chloride:ethyl acetate, 8:8:1; then 7:7:1) gave the title compound (1.68 g).