Hydrochloric Acid → Methyl 4-(4-oxocyclohexyl)benzoate

Participants

Reaction Steps

To a solution of methyl 4-(1,4-dioxaspiro[4.5]dec-8-yl)benzoate (480 mg, 1.73 mmol) in 8 mL of THF was added 4 mL of 1 N of aqueous HCl solution. The mixture was stirred at rt for 21 h and concentrated. The residue was partitioned between 50 mL of Et2O and 50 mL of 1 N aqueous NaHCO3 solution. The organic layer was separated, dried over MgSO4, and concentrated. Chromatography on a Biotage 40S cartridge using 1:9 v/v EtOAc/hexanes as the eluant afforded 343 mg (85%) of the title compound.

Provenance & Evidence