8-Phenoxy-1,4-dioxaspiro[4.5]decane → 4-Phenoxycyclohexanone

Participants

Reaction Steps

Step 2 A solution of 8-phenoxy-1,4-dioxaspiro[4.5]decane (0.460 g, 1.963 mmol) in THF (5.0 mL) and 3 M hydrochloric acid (5 mL) was stirred at rt for 2 days. The mixture was extracted with EtOAc, and the organic phase was washed with brine, dried and concentrated to provide 4-phenoxycyclohexanone as a colorless oil (0.344 g, 92%). 1H NMR (500 MHz, chloroform-d) δ 7.22-7.27 (2 H, m), 6.87-6.94 (3 H, m), 4.62-4.66 (1 H, m), 2.59-2.68 (2 H, m), 2.19-2.30 (4 H, m), 1.96-2.04 (2 H, m). Mass spectrum m/z 191.1 (M+H)+.

Provenance & Evidence