N-ethyl carbazole → HCID 68603125, compound

Participants

Reaction Steps

To N-ethylcarbazol (8.0 g) in CH2Cl2 (200 mL) is added 4-fluorobenzoyl chloride (6.5 g) and AlCl3 (5.6 g) at 0° C. After stirring overnight at room temperature, 2-toluoyl chloride (6.5 g) and AlCl3 (6.0 g) are further added at 0° C. and the mixture is stirred at room temperature overnight. The reaction mixture is poured into ice-water, and the crude product is extracted twice with CH2Cl2. The combined organic layer is washed with H2O and brine, dried over MgSO4, and concentrated to give the residue, which is used for the next step without further purification. The structure of the product, which is obtained as a beige solid, is confirmed by the 1H-NMR spectrum (CDCl3). δ [ppm]: 1.52 (t, 3H), 2.35 (s, 3H), 4.46 (q, 2H), 7.20 (t, 2H), 7.27-7.46 (m, 4H), 7.50 (t, 2H), 7.86 (d, 1H), 7.88 (d, 1H), 8.02 (d, 1H), 8.07 (d, 1H), 8.54 (s, 1H), 8.55 (s, 1H).

Provenance & Evidence