4-(2-Tetrahydro-2H-pyranoxy)benzaldehyde → Acetophenone

Participants

Reaction Steps

In 210 ml of methanol were dissolved 71.424 g of the mixture of 2-hydroxy-4-tetrahydropyranyloxyacetophenone and 4-tetrahydropyranyloxybenzaldehyde obtained in (1) above and 44.168 g (140 mmol) of barium hydroxide octahydrate, and the solution was agitated at 40° C. for 9 hours. After cooling, 210 ml of methylene chloride was added and then under ice cooling, hydrochloric acid was added slowly and dropwise at a temperature of from 0° to 5° C. to adjust the water layer to pH 6 to 7.

Provenance & Evidence