Boron trifluoride → HCID 21498268, compound

Participants

Reaction Steps

A solution of the crude 1-benzyl-3-methyl-5-prop-2-ynyl-4-piperidone (10 g)from Example 5 in methanol (15 ml) was added dropwise to a stirred mixture of red mercuric oxide (1.5 g), boron trifluoride diethyletherate (1.1 ml),trichloroacetic acid (10 mg) and methanol (5 ml). The resulting mixture wasstirred for 3 hours at room temperature and then filtered and the filtrate evaporated. The residue was treated at 50° C for 1 hour with 10% sulphuric acid (100 ml), the mixture filtered and the filtrate basified with sodium carbonate. Extraction with ether, drying of the extract with magnesium sulphate and evaporation gave 10.1 g of the crude title compound(about 75% by g.l.c.) as a brown oil.

Provenance & Evidence