N,N-Diethylaniline → HCID 178503469, compound

Participants

Reaction Steps

Compound (3.2) (8.7 g, 48 mmol) was mixed with phosphorus oxychloride (350 ml) and N,N-diethylaniline (17.5 ml). This mixture was heated under reflux for 4 hrs; the brown solution was then concentrated under reduced pressure. The residual oil was treated with an ice-water mixture and stirred until the ice had melted. The resultant mixture was extracted repeatedly with ether until no more UV-active material was being extracted, the combined aqueous extracts were dried (MgSO4), filtered and evaporated to a light beige solid. Dried under vacuum at 50° C. to give (3.3), 7.3 g (76%). δH (300 MHz, DMSO-d6) 1.78 (3H, s, SCH3), 5.70 (1 H, d, J 3.7 Hz, H7) and 6.51 (1H, d, J 3.7 Hz, H8) ppm.

Provenance & Evidence