Ethylene Glycol → HCID 56639316, compound

Participants

Reaction Steps

27 ml of ethylene glycol and 0.8 ml of concentrated sulphuric acid are added to a solution of 5 g of 5-(2,4-dichlorophenyl)-4-hydroxy-4-(3-pyridyl)-3-pentanone (see Example 1, 3rd end product) in 90 ml of toluene and the reaction mixture is heated at reflux temperature for 24 hours on a water separator. After cooling to room temperature the mixture is neutralized with saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic phase is washed with saturated aqueous sodium chloride solution, the solvent is removed by evaporation under reduced pressure and the residue is recrystallized from methylene chloride/n-hexane. In this manner there are obtained 5.3 g of 5-(2,4-dichlorophenyl)-4-hydroxy-4-(3-pyridyl)-2-pentanone ethylene ketal as colorless crystals, m.p. 136°-137° C.

Provenance & Evidence