Sodium cyanoborohydride → N-[2-(2,4-dichlorophenyl)-1-fluoromethyl-ethyl]-O-methyl-hydroxylamine

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1-(2,4-dichloro-phenyl)-3-fluoro-propan-2-one O-methyl-oxime (0.36 g; 1.4 mmol) in acetic acid (2.8 ml) was added portionwise sodium cyanoborohydride 95% (0.18 g; 2.8 mmol). The mixture was stirred for 18 hours at 23° C. Most of acetic acid was removed under reduced pressure. The residue was poured in water (10 ml) and was extracted with dichloromethane (3×10 ml). Combined organics were dried over sodium sulfate and solvent was removed in vacuo. The crude was subject to flash chromatography (eluant: c-hexane/ethyl acetate 95:5) to afford 0.27 g (75% of theory) of N-[2-(2,4-dichlorophenyl)-1-fluoromethyl-ethyl]-O-methyl-hydroxylamine as a yellow oil.

Provenance & Evidence