2-Fluorobenzoyl chloride → HCID 86690528, compound

Participants

Reaction Steps

To 11-(2-ethylhexyl)-11H-benzo[a]carbazole-5-carbaldehyde (1.40 g, 3.91 mmol) in CH2Cl2 (20 ml) are added AlCl3 (1.21 g, 9.07 mmol) and 2-fluorobenzoyl chloride (0.70 g, 4.41 mmol) at 0° C. After stirring at room temperature for 17 hours, the reaction mixture is poured into ice-water. The crude product is extracted with CH2Cl2 and washed with water and brine. After drying over MgSO4 and concentration, the crude product is purified by column chromatography on silica gel eluting with CH2Cl2 to obtain an off-white solid (1.76 g, 93%). The structure is confirmed by 1H-NMR spectrum (CDCl3). δ [ppm]: 0.82-0.91 (m), 1.17-1.43 (m), 2.24 (m), 4.69 (m), 7.25 (t), 7.33 (t), 7.57-7.77 (m), 8.12 (d), 8.57 (d), 8.60 (s), 8.64 (s), 9.63 (d), 10.38 (s); 19F-NMR spectrum (CDCl3). δ [ppm]−111.97.

Provenance & Evidence