Dichloromethane → HCID 66827699, compound

Participants

Reaction Steps

172 mg of N′-[2-(3,5-difluorophenyl)-2-hydroxyacetyl]-4-benzyloxy-2-ethyl-3-methylbenzohydrazide (C3) are dissolved in 0.9 ml of dimethyl sulfoxide and 28 ml of dichloromethane under a dry nitrogen atmosphere. 185 mg of triacetoxyperiodinane (Dens-Martin reagent) are subsequently added. The suspension is stirred at room temperature for 1 h. For work-up, 100 ml of dichloromethane and 30 ml of 0.5 M Na2S2O3 solution are added. The organic phase is subsequently extracted with 50 ml of sat. NaHCO3 solution, dried over Na2SO4, filtered off with suction and evaporated to dryness. The residue is purified by means of flash column chromatography on silica gel (solvent gradient: cyclohexane/0-30% by vol. of methyl tert-butyl ether), giving 163 mg of the title compound as amorphous solid; MS: 452.7 (2M+H+); TLC: Rf=0.37 (cyclohexane/ethyl acetate 2:1, parts by volume).

Provenance & Evidence