Patent ID: 6646166
Filing Date: 2003-11-11
Classification: C07C

Abstract:
A process for the preparation of a 1,4-diaryl-2-fluoro-1,3-butadiene compound of the structural formula I whereinR is C1-C4-alkyl, C1-C4-haloalkyl, C3-C6-cycloalkyl or C3-C6-halocycloalkyl; Ar is phenyl optionally substituted with any combination of from one to three halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy groups, 1- or 2-naphthyl optionally substituted with any combination of from one to three halogen, C1-C4-alkyl, C1-C4haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy groups; and Ar1 is phenoxyphenyl optionally substituted with any combination of from one to six halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy groups, phenyl optionally substituted with any combination of from one to five halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy groups, biphenyl optionally substituted with any combination of from one to five halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy groups, benzylphenyl optionally substituted with any combination of from one to five halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy groups, benzoylphenyl optionally substituted with any combination of from one to five halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy groups, or 1- or 2-naphthyl optionally substituted with any combination of from one to three halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy or C1-C4-haloalkoxy groups, which process comprises reacting an arylmethanesulfonyl fluoride or arylmethanephosphonate compound of the structural formula IIâ€ƒAr1CH2Yâ€ƒâ€ƒ(II)wherein Y is SO2F or P(O)(OR1)2, R1 is C1-C4-alkyl, and Ar1 is as described above with a 3-aryl-2-fluoropropenal compound of the structural formula III wherein R and Ar are as hereinbefore defined, in the presence of a base.