SYNTHESIS OF 2-FLUORO-3-BUTEN-1-OL

The synthesis of the previously unreported alcohol, 2-fluoro-3-buten-1 -ol (1), was accomplished by the reaction of butadiene monoxide with p yridinium poly(hydrogen fluoride). Alcohol 1 was obtained as a mixture with pyridine after distillation. Direct use of the pyridine/fluoroal cohol mixture for reaction with t-butyldiphenylsilyl (TBDPS) chloride gave the silyl ether which was readily purified by silica gel chromato graphy. Ozonolysis of the silyl ether gave the corresponding fluoroald ehyde. The procedure described offers a useful route to 1 and its deri vatives.