Propionic Acid → HCID 178458830, compound

Participants

Reaction Steps

To a solution of 5.9 g of the 5-(7-chloro-2,3-dihydro-2,2,4,5-tetramethyl-benzofuran-6-yl)-3-hydroxycyclohex-2-en-1-one in 70 ml of absolute toluene was added 9.5 ml of anhydrous propionic acid and refluxed for 4 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford an oily residue. To the solution of residue in 70 ml of absolute toluene was added 0.67 g of 4-dimethylaminopyridine, refluxed for 15 hours and cooled to room temperature and then concentrated under reduced pressure to afford a crude product. Final purification was carried by silica-gel column chromatography to afford 3.25 g of 5-(7-chloro-2,3-dihydro-2,3,4,5-tetramethylbenzofuran-6-yl)-2-propionyl-3-hydroxycy-clohex-2-en-1-one as a yellow solid.

Provenance & Evidence