4-bromo-N,N-dimethylaniline → HCID 375377, compound

Participants

Reaction Steps

A Grignard reagent was conventionally prepared using 4-dimethylaminophenyl bromide, magnesium, and THF and further reacted with thionyl chloride, obtaining bis(4-dimethylaminophenyl) sulfoxide in a yield of 33%. A solution of 7.0 g (0.024 mol) of the thus obtained bis(4-dimethylaminophenyl) sulfoxide in 100 g of methylene chloride was cooled at -70° C. in a dry ice/methanol bath whereupon with stirring, 6.0 g (0.027 mol) of trimethylsilyl triflate was added dropwise thereto at less -60° C.

Provenance & Evidence