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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046776Generated: October 31, 2026

Phthalimide → HCID 59226459, compound

https://huagongshe.com/reaction/2046776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactant5,5-Dimethyl-3-(3-nitropyridin-4-yl)cyclohex-2-enolHCID 59226489—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59226459HCID 5922645999%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a homogeneous solution of 5,5-dimethyl-3-(3-nitropyridin-4-yl)cyclohex-2-enol (1.0 eq), triphenyl phosphine (1.5 eq), and phthalimide (1.5 eq) in THF (0.2 M) cooled to 0° C., ditertbutylazodicarboxylate (1.5 eq) in THF was added to the solution. The mixture was stirred at 0° C. for 2 hours. The reaction was concentrated in vacuo. The residue was purified by column (5% methanol in 1:1 ethyl acetate and hexanes) to give 2-(5,5-dimethyl-3-(3-nitropyridin-4-yl)cyclohex-2-enyl)isoindoline-1,3-dione (99%). LC/MS (m/z): MH+=378.2, Rt=1.10.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592455B2
Source datasetuspto-grants-2013_11
ORD IDord-296122a8912a4828a60bf975f9074310
Source noteuspto-grants-2013_11