Triphenylphosphine → 5-(2,2-difluorovinyl)2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]pyridine

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Reaction Steps

A mixture of 0.1 mole of 2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]pyridine-5-carboxaldehyde, 0.11 mole of triphenylphosphine and 0.11 mole of sodium chlorodifluoroacetate in 100 ml. of diglyme is heated under nitrogen at 90° for 24 hours. The reaction mixture is then filtered and concentrated in vacuo. Chromatography of the residue on silica gel and elution with ether-petroleum ether (10-50%) gives 5-(2,2-difluorovinyl)2,2,8-trimethyl-4H-1,3-dioxino[4,5-c]pyridine.

Provenance & Evidence