Sodium hydride → HCID 67301339, compound

Participants

Reaction Steps

[4-(3-Chlorobenzyl)cyclohexyl]-methanol (150 mg; 0.63 mmol) was added to a suspension of sodium hydride (33 mg; 0.82 mmol) in 3 mL of dimethylformamide at 0° C. After 2 hours, mixture was added to a mixture of 2,6-difluorobenzonitrile (88 mg; 0.63 mmol) in 2 mL of dimethylformamide at 0° C. After 16 hours mixture was quenched with 5 g of ice. Aqueous mixture was extracted with 5×15 mL of ethyl acetate. Combined ethyl acetates were washed with 6×15 mL water, brine and dried over MgSO4. Residue was purified via flash chromatography using 5-15% ethyl acetate in hexanes gradient to give 173 mgs of title compound. (77% yield).

Provenance & Evidence