Chloroform → Triethylamine, 2,2'-dichloro-2-phenoxy-, hydrochloride

Participants

Reaction Steps

To an ice-cold solution of 2-[(2-hydroxyethyl)-(2-phenoxyethyl)-amino]ethanol (H, 43.9 g, 194 mmol) in chloroform (140 mL) was added thionyl chloride (SOCl2; 114.8 g, 965 mmol) dropwise. The reaction mixture was then reflux for 1.5 h and concentrated. The residue was then suspended in the mixture of ethyl acetate and isopropyl ether. The precipitate was filtered and dried in a vacuum oven to afford the title compound quantitatively as a light brown crystal. This product was then used without further purification.

Provenance & Evidence