Water → HCID 13041080, compound

Participants

Reaction Steps

5.67 g (0.017 mole) of (±)-1-(4-trifluoromethoxyphenyl)-2,2-dichlorocyclopropane-1-carboxylic acid chloride and 3.67 g (0.017 mole) of 3-phenoxy-4-fluoro-benzaldehyde were together added dropwise to a mixture of 1.13 g of sodium cyanide, 1.7 ml of water, 100 ml of n-hexane and 0.6 g of tetrabutylammonium bromide at 20°-25° C., while stirring, and the mixture was then stirred at 20° to 25° C. for 4 hours. 300 ml of toluene were then added to the reaction mixture and the mixture was extracted twice by shaking with 300 ml of water each time. The organic phase was separated off and dried over magnesium sulphate and the solvent was distilled off under a waterpump vacuum. Last residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C./1 mm Hg. 7 g (76.3% of theory) of (±)-1-(4-trifluoromethoxy-phenyl)-2,2-dichlorocyclopropane-1-carboxylic acid 3-phenoxy-4-fluoro-(±)-α-cyano-benzyl ester were obtained as a yellow oil. The structure was confirmed by the 1H-NMR spectrum.

Provenance & Evidence