4-Chlorophenol → HCID 16063515, compound

Participants

Reaction Steps

To a suspension of sodium hydride (0.023 g of a 50% dispersion in mineral oil) in DMF (2 mL) at 0° C. was added 4-chlorophenol (0.042 g). To this was added a solution of 5-bromomethyl-4-isopropyl-1-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one (0.10 g) in DMF (1 mL) and the reaction mixture was allowed to stir at ambient temperature for 18 hours. The reaction was then diluted with water and EtOAc. The phases were separated and the aqueous was extracted with further EtOAc. The combined organic phases were washed with further brine and dried with sodium sulfate. Filtration and evaporation of the volatiles in vacuo and purification of the residue via ISCO Combiflash chromatography (using EtOAc/heptane) afforded the 5-(4-chloro-phenoxymethyl)-4-isopropyl-1-methyl-2-phenyl-1,2-dihydro-pyrazol-3-one (0.020 g) as a light yellow solid. MS (ESI+): 357.1 [M+H]+).

Provenance & Evidence