Potassium bisulfate → HCID 178515016, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of cis-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)cyclohexyl 4-nitrobenzoate (2.0 g, 5.07 mmol) in a mixture of methanol (40 ml) and tetrahydrofuran (40 ml) was added 28%-sodium methoxide (1.04 ml, 5.07 mmol) at 0° C., and stirred at 0° C. for 30 minutes and then at room temperature for 3.5 hours. The reaction solution was adjusted to pH 4 with a 0.5M-aqueous potassium hydrogensulfate solution and distilled under reduced pressure to remove the solvent. The residue was added to water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent, and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=3/1) to obtain cis-2-(4-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione (932 mg, 75%).

Provenance & Evidence