Sodium Hydroxide → p-N,N-dimethylaminoethylpropiophenone

Participants

Reaction Steps

Anhydrous aluminium chloride (66 g) was added to a solution of N,N-dimethylphenethylamine (22.358 g) in dried carbon disulfide (225 ml). Then, propionyl chloride (15.27 g) was added dropwise to the solution at 50° to 60° C. with stirring over a period of about 1 hour and the solution was refluxed with stirring for 4.5 hours. Cold water was added to the solution to decompose the aluminium chloride. The solution was adjusted to weak alkaline with sodium hydroxide solution and extracted with ethyl ether. The ethereal extract was dried over anhydrous sodium sulfate, concentrated and distilled under reduced pressure to give p-N,N-dimethylaminoethylpropiophenone (25 g, 81%) as a fraction boiling at 115°-117° C./1-2 mmHg.

Provenance & Evidence