Acetic Acid → 4-(3-Fluorobenzyloxy)-3-(2-(triisopropylsilyl)ethynyl)benzenamine

반응식

[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][CH:30]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][C:8]=1[C:16]#[C:17][Si:18]([CH:25]([CH3:27])[CH3:26])([CH:22]([CH3:24])[CH3:23])[CH:19]([CH3:21])[CH3:20].CC(O)=O>[Fe].CCO>[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][CH:30]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:8]=1[C:16]#[C:17][Si:18]([CH:19]([CH3:21])[CH3:20])([CH:22]([CH3:23])[CH3:24])[CH:25]([CH3:26])[CH3:27]

참가 물질

실험 절차

To a flask was charged with (2-(2-(3-fluorobenzyloxy)-5-nitrophenyl)ethynyl)triisopropylsilane (compound 23.1, 472 mg, 1.11 mmole), Fe (309 mg), HOAc (4 mL) and EtOH (10 mL). The reaction mixture was refluxed for 3 h and the solvent was removed. Methylene was added and washed with aqueous NaHCO3. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography, eluting with 30% EtOAc in Hexane to give the desired product as yellow crystalline. LCMS ESI(+) m/z: 398 (M+1).