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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046772Generated: October 31, 2026

Phthalimide → HCID 59226503, compound

https://huagongshe.com/reaction/2046772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl diazene-1,2-dicarboxylateHCID 6034084—
ReactantHCID 59226486HCID 59226486—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59226503HCID 5922650363%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-(3-nitropyridin-4-yl)cyclohex-2-enol (1.0 equiv.), triphenylphosphine (1.5 equiv.) and phthalimide (1.5 equiv.) in THF (0.3 M) at 0° C. was added (E)-di-tert-butyl diazene-1,2-dicarboxylate (1.5 equiv.) dropwise. The reaction was stirred at 0° C. for 2 hours. Concentrated to dryness under vacuo, then purified the crude via silica gel column chromatography eluting with EtOAc and hexanes (1:1 with 5% methanol) to afford the 2-(3-(3-nitropyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione (63% yield). LC/MS=350.3 (M+H), LC=3.936 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592455B2
Source datasetuspto-grants-2013_11
ORD IDord-246ba64a62444f71947e779074660751
Source noteuspto-grants-2013_11