Hydrochloric Acid → HCID 86731478, compound

Participants

Reaction Steps

To a solution of the 8-ethoxy-1,4-dioxaspiro[4.5]decane-8-carboxylic acid in 1,4-dioxane (20 mL) was added HCl (6N) (7.53 mL, 45.2 mmol) and the mixture was stirred at rt for 16 h. The reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (3×40 mL). The organic layers were washed with brine, dried over magnesium sulfate, filtered, and concentrated under reduced pressure to give 1-ethoxy-4-oxocyclohexanecarboxylic acid (0.777 g, 4.17 mmol, 65% yield over 2 steps) as a red oil. 1H NMR (500 MHz, CHLOROFORM-d) δ=3.59 (q, J=7.0 Hz, 2H), 2.66-2.55 (m, 2H), 2.42-2.33 (m, 4H), 2.24-2.15 (m, 2H), 1.31 (t, J=6.9 Hz, 3H).

Provenance & Evidence