Triethylamine → alpha-(3-Trifluoromethylphenylsulfonyloxyimino)-3,4-dimethoxybenzyl cyanide

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Reaction Steps

As described under 1.2., 4.1 g (0.02 mol) of a-hydroxyimino-3,4-dimethoxybenzyl cyanide are reacted with 5.4 g (0.022 mol) of 3-trifluoromethylphenylsulfonic acid chloride in the presence of triethylamine. After recrystallisation of the crude product from ethyl acetate/-hexane, 6.6 g (80%) of α-(3-trifluoromethyl-phenylsulfonyloxyimino)-3,4-dimethoxybenzyl cyanide are obtained in the form of yellowish crystals having a melting point of 129-130° C. The 1H-NMR spectrum of the compound shows that it is a pure stereoisomer. The UV spectrum (acetonitrile) of the substance shows a broad absorption band with a maximum at 351 nm (ε=11700) that extends to 430 nm. Elemental analysis: C17H13F3N2O5S (414.36)

Provenance & Evidence