The Preparation of Trifluorinated Aldehydes

Alternative synthetic routes to hydrofluoroolefins

“…The syntheses of terminal monofluoroalkenes through Wittig-type reactions have been well studied by Burton and coworkers [14], however reaction of fluoromethylene ylide with aliphatic fluorinated aldehydes was not reported We demponstrated that this route can be used to prepare 1,4,4,4-tetrafluorobut-1-ene (19) and 1,3,4,4,4-pentafluorobut-1-ene (20) starting from the corresponding aldehydes -2,3,3,3-tetrafluoro- (21) or 3,3,3-trifluoro- (22).propanals…”

A novel and simple synthetic route to perfluoroalkylacetaldehydes using commercially available alkali halides and metal oxides

“…Back in 1950, Henne et al described the synthesis of trifluoromethylethanal by oxidation of trifluoropropan-1-ol by sodium dichromate [1]. Later, this same aldehyde was also prepared from trifluoropropyne by a variety of methods: hydration [2], reaction with an alcohol followed by catalytic hydrogenation [3], hydrolysis of 1-methoxy-3,3,3-trifluoropropene in the presence of HI [4], or hydrolysis of the corresponding acetal resulting from the reaction of 1-alkoxy-3,3,3-trifluoropropene with an alcoholate [5,6].…”

Studies on the reactions of silyl enol ether with perfluoroorganic compounds1 III. Synthesis of perfluoroalkylated α, β‐unsaturated aldehydes and their derivatives

“…CF,), 47 (4F, m, 2 x CF,), 50.5 (ZF, m, CF,), 43.5 (IF, s, =CF, E), 51.5 (lF, s, =CF,2) ppm.m / z : 564 (Mi), 382 (A), 367 (C), 295(B), 77(D). Sah Yield 97X.Anal.…”