p-Toluenesulfonic acid → HCID 13034467, compound

Participants

Reaction Steps

The ketone (III) (5.25 g.) was dissolved in 100 ml. toluene and 2.13 g. aniline. A small amount of pTSA was added and the solution was refluxed overnight using a Dean-Starke trap. The solvent was removed in vacuo Yield, 6.9 g. The semi-solid still had some ketone present (IR spectrum) so the residue was recycled using 1 g. aniline. The reaction was worked up as above and the crude anil showed no ketone. Yield, 7.2 g. (6.97 g. theoretical; probably excess aniline present).

Provenance & Evidence