Toluene → HCID 136404657, compound

Participants

Reaction Steps

A mixture of 3.0 g (16.5 mmol) of syringaldehyde, 2.03 g (16.6 mmol) of N-methyl-3-picolylamine and 2.3g (16.6 mmol) diethyl phosphite dissolved in 15 ml toluene and a catalytic amount of p-toluenesulfonic acid (ca. 5 mg) contained in a flask connected to a Dean Stark apparatus was refluxed for 2 h. The solution was evaporated and the residue was purified by column chromatography (95/5 CHCl3/MeOH) to yield 3.2 g (46%) of a yellow oil.

Provenance & Evidence