N,N-Dimethylaniline → HCID 178478405, compound

Participants

Reaction Steps

A mixture of N,N-dimethylaniline (4 ml, 31 mmol) and phosphorus oxychloride (30 ml, 314 mmol) was stirred at ambient temperature for 10 min before Intermediate 37 (5.5 g, 20 mmol) was added portionwise and was then refluxed for 15 min. On cooling the phosphorus oxychloride was evaporated in vacuo, the residue obtained was azeotroped with toluene (3×50 ml). Purification using flash column chromatography with a Biotage column (90 g, SiO2) eluting with 10% methanol/chloroform 1% ammonia gave the title compound as a pale yellow solid (4.980 g). LC/MS SYSTEM C Rt=1.61 min, m/z=281 MH+.

Provenance & Evidence