4-Nitrobenzoic Acid → HCID 178525746, compound

Participants

Reaction Steps

To a solution of trans-2-(4-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione (359 mg, 1.46 mmol) in tetrahydrofuran (15 ml) were added p-nitrobenzoic acid (245 mg, 1.46 mmol), triphenylphosphine (422 mg, 1.61 mmol) and a 40%-diethyl azodicarboxylate/toluene solution (0.73 ml, 1.61 mmol) at 0° C., and stirred at 0° C. for 30 minutes and then at room temperature for 3 hours. The reaction solution was concentrated and the resulting residue was dissolve in a mixed solution of ethanol (10 ml) and diisopropyl ether (10 ml) at 60° C. Then, the resulting solution was allowed to cool and the crystals formed were filtered under reduced pressure to obtain cis-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)cyclohexyl 4-nitrobenzoate (427 mg, 74%).

Provenance & Evidence