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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1269911Generated: November 1, 2026

4-Nitrobenzoic Acid → HCID 69430112, compound

https://huagongshe.com/reaction/1269911

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrobenzoic AcidHCID 6108—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethylazodicarboxylate tolueneHCID 66777355—
ReactantHCID 69430046HCID 69430046—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69430112HCID 69430112114.8%

Reaction Steps

To a solution of the cis-2-(5-hydroxy-2,2-dimethylcyclohexyl)-1H-isoindole-1,3(2H)-dione (500 mg, 1.83 mmol) obtained in Example 590 in tetrahydrofuran (10 ml) were added 4-nitrobenzoic acid (321 mg, 1.05 mmol), triphenylphosphine (576 mg, 2.20 mmol) and a 40%-diethyl azodicarboxylate/toluene solution (1.00 ml, 2.20 mmol) at 3° C., and stirred overnight at room temperature. The reaction solution was concentrated and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain trans-3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-4,4-dimethylcyclohexyl 4-nitrobenzoate (509 mg, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199147B2
Source datasetuspto-grants-2007_04
ORD IDord-f5fe72b3610f4e069368fe512fe7b4ef
Source noteuspto-grants-2007_04