Piperidine → HCID 53775915, compound

Participants

Reaction Conditions

Reaction Steps

735.0 g (3.12 mol) of 4-(2,2,3,3-tetrafluoropropoxy)benzaldehyde, 269 g of cyanoacetic acid, 660 g of cis-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile (main fractions containing 80 to 85% by weight of cis isomer) are admixed with 750 g of xylene, 750 ml of pyridine and 750 ml of piperidine and heated to 110° C. with stirring. The mixture is allowed to react for 2 hours, and 53.8 g of cyanoacetic acid are added again and the mixture is allowed to react for a further 30 minutes. After cooling, the reaction mixture is distilled under reduced pressure and 1173 g of 4-(2,2,3,3-tetrafluoropropoxy)cinnamic acid (yield: 87% purity>95% by weight) are obtained in the form of a mixture of isomers which contains cis-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile and trans-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile in a molar ratio of about 1.8:1 and , in addition, about 3% by weight of piperidine and up to 2% by weight of unidentifiable impurities.

Provenance & Evidence