Phosphorus oxychloride → Benzaldehyde, 2,6-dichloro-4-(dimethylamino)-

Participants

Reaction Conditions

Reaction Steps

Phosphoryl chloride (0.56 cm3, 6.1 mmol) was added dropwise to cooled N,N-dimethyl formamide (4 cm3) under nitrogen. 3,5-dichloro-N,N-dimethylaniline (1.16 g, 6.1 mmol) was then added to the solution which was then heated under nitrogen at 100° C. for 3 h. The solution was cooled, poured onto ice (6 g) and the mixture adjusted to pH 6 by addition of a saturated solution of sodium acetate. The suspended solid was collected and recrystallised from ethyl acetate-petroleum spirit 60°-80° C. mixture giving pale yellow needles of 2,6-dichloro-4-dimethylaminobenzaldehyde (0.8 g) mp 169°-71° C.

Provenance & Evidence