Water → HCID 15316629, compound

Participants

Reaction Steps

34.0 g (0.1 mol) of 1-benzylthio-4-benzoyl-3,5-hexanedione (see Example 17) are initially placed in a 100 ml flask equipped with a thermometer, a stirrer, a dropping funnel and a reflux condenser. 19.8 g (0.11 mol) of sodium methylate solution (30% in methanol) are added dropwise, with stirring, in the course of 40 minutes. In the course of this the reaction temperature rises from room temperature to approx. 32° C. The mixture is stirred for a further hour at room temperature and for a further 3 hours at approx. 45° C. and is then cooled to room temperature and stirred into 200 ml of water and 12 g of concentrated H2SO4. 180 ml of diethyl ether are added and the organic phase is separated off. The aqueous phase is washed with a further 50 ml of diethyl ether. The combined organic phases are washed with water, sodium bicarbonate and water again and are then dried, concentrated and fractionated. The resulting product, which has a boiling point of 180°-183° C. at 0.001 bar, is recrystallized from 20 ml of isopropanol.

Provenance & Evidence