Dichloromethane → HCID 18681138, compound

Participants

Reaction Conditions

Reaction Steps

Dichloromethane solution (1 molar, 0.14 ml) of titanium tetrachloride and triethylamine (0.36 ml) are added to a tetrahydrofuran solution (4 ml) of 6-carbamoyl-1-(2-chlorobenzyl)-2-n-propylbenzimidazole (200 mg) at 0 ° C., and the solution is stirred for two hours at 20° C. The reaction mixture is separated into layers using ethyl acetate and water. The organic layer is washed with water, dried and concentrated under reduced pressure. The residue is developed and purified using column chromatography with ethyl acetate/hexane (1/10˜1/3). The material is re-crystallized using ethyl acetate/hexane and 1-(2-chlorobenzyl)-6-cyano-2-n-propylbenzimidazole (140 ing) is obtained. (Colorless crystal) 1H-NMR (CDCl3, δ): 1.05 (3H, t, J=8 Hz), 1.90 (2H, sextet, J=8 Hz), 2.85 (2H, t, J=8 Hz), 5.45 (2H, s), 6.42, (1H, dd, J=1, 8 Hz), 7.15 (1H, dt, J=1, 8 Hz), 7.28 (1H, dt, J=1, 8Hz), 7.48 (1H, s), 7.50 (1H, d, J=10 Hz), 7.54 (1H, dd, J=1, 8 Hz), 7.85 (1H, d, J=10 Hz).

Provenance & Evidence