Methyl iodide → HCID 16063633, compound

Participants

Reaction Steps

A sealable tube was charged with 4-adamantan-1-yl-1-phenyl-1,2-dihydro-pyrazol-3-one (0.05 g), iodomethane (0.036 g) and DMF (1 mL) and purged with argon and sealed. The reaction vessel was immersed into a heated oil bath at 110 degrees C. for 16 hours. The reaction vessel was then cooled and opened carefully. The reaction mixture was diluted with EtOAc and aqueous sodium bicarbonate solution and the phases were separated. The aqueous layer was extracted with further EtOAc and the combined organic layers were washed with sodium thiosulfate. The phases were then dried over sodium sulfate, filtered and reduced in vacuo. The crude gum was chromatographed by adsorption onto silica gel and subjection to Isco Combiflash chromatography. Evaporation of the desired fractions afforded the desired product 4-adamantan-1-yl-2-methyl-1-phenyl-1,2-dihydro-pyrazol-3-one (0.035 mg) as a white solid. MS (ESI+): 309.4 [M+H]+).

Provenance & Evidence