Triethylamine → 2-Methyl-4'-trifluoromethyl-biphenyl-4-carboxylic acid methoxy-methyl-amide

Participants

Reaction Steps

Combine 2-methyl-4′-trifluoromethyl-biphenyl-4-carboxylic acid (2.31 g, 8.25 mmol) and di-imidazol-1-yl-methanone (1.47 g, 9.08 mmol) in tetrahydro-furan (15 mL) and stir twenty minutes. In a separate reaction vessel, combine O,N-dimethyl-hydroxylamine hydrochloride (0.885 g, 9.08 mmol) and triethyl-amine (1.3 mL, 9.08 mmol) in N,N-dimethyl-formamide (20 mL). Add O,N-dimethyl-hydroxylamine solution to the 2-methyl-4′-trifluoromethyl-biphenyl-4-carboxylic acid solution and stir sixteen hours. Dilute reaction with ethyl acetate, wash with 0.5 N HCl, 0.1N NaOH, and saturated sodium chloride solution. Dry organic fraction with Na2SO4, filter and concentrate under reduced pressure to provide 0.6 g (23%) of title compound.

Provenance & Evidence