Dimethylformamide → HCID 67794197, compound

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of potassium cyanide (0.4 g, 6.1 mmol), 1-(8-bromooctyl)-3,4,5-triphenyl-lH-pyrazole (2.70 g, 5.5 mmol) and DMF (30 mL was heated at 70° C. under an atmosphere of nitrogen. After 58 hours, the reaction mixture was diluted with water and extracted with dichloromethane (3 x). The combined extracts were washed with water, saturated sodium chloride solution, dried over sodium sulfate and concentrated to leave an oil. Chromatography on a column of silica gel using a mixture ethyl acetate, hexane and triethylamine (20:79:1) as eluent gave 3,4,5-triphenyl-lH-pyrazole-1-nonanenitrile hemihydrate (1.27 g, 52%) as a beige solid. An analytical sample, recrystallized from a mixture of dichloromethane and hexane, had m.p.=79.5°-80.5° C. MS(CI): m/e =434 (MH+).

Provenance & Evidence