5-(Benzyloxy)2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol → 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol

Participants

Reaction Steps

A round bottomed flask equipped with magnetic stirrer was charged with 5-(benzyloxy)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol (6.90 g, 20.4 mmol), ethanol (300 ml) and palladium (2.00 g, 10% on activated carbon). The reaction vessel was then evacuated and placed under a hydrogen atmosphere. This process was repeated 15 times before stirring vigorously for 64 hr under a hydrogen atmosphere. The reaction mixture was filtered through a celite plug, washing with ethyl acetate. The filtrate was concentrated in vacuo, furnishing the title compound (5.10 g, 100%) as a solid. m/z (ES+) 251(M+H+).

Provenance & Evidence