反应详情

A 250-mL round-bottomed flask was charged with a solution of AlCl3 (9.26 g, 69.45 mmol, 20.00 equiv, 99%) in 1,2-dichloroethane (150 mL). To this was added 9-benzyl-9H-carbazole-3-carbaldehyde (1 g, 3.47 mmol, 1.00 equiv, 99%) in several batches at room temperature over 5 minutes. The resulting mixture was stirred for 2 hours at room temperature. The reaction was then quenched by the addition of H2O/ice (100 mL). The solids were filtered out. The resulting solution was extracted with DCM (3×100 mL) and the combined organic layers were concentrated on a rotary evaporator to give a residue that was purified by silica gel column chromatography eluted with PE:EtOAc (10:1) to afford 9H-carbazole-3-carbaldehyde as green solid (270 mg, 40%). LCMS: [M+H]+: 196

1. customThe reaction was then quenched by the addition of H2O/ice (100 mL)
2. filtrationThe solids were filtered out
3. extractionThe resulting solution was extracted with DCM (3×100 mL)
4. concentrationthe combined organic layers were concentrated on a rotary evaporator
5. customto give a residue that
6. customwas purified by silica gel column chromatography
7. washeluted with PE