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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2284717Generated: October 26, 2026

Phthalimide → HCID 90051753, compound

https://huagongshe.com/reaction/2284717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant(2-Ethynylphenyl)methanolHCID 11007947—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 90051753HCID 9005175372.8%

Reaction Steps

To a solution of 2-ethynylbenzyl alcohol (1.00 g), phthalimide (2.20 g) and triphenylphosphine (3.96 g) in tetrahydrofuran (30 mL), a solution of diisopropyl azodicarboxylate (1.9 mol/L) in toluene (7.9 mL) was added under ice cooling, and the mixture was stirred at room temperature for 5 hours. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (eluent, 96 to 66% hexane in ethyl acetate) to obtain 2-(2-ethynylbenzyl)isoindoline-1,3-dione (F8, 1.44 g) as pale orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145415B2
Source datasetuspto-grants-2015_09
ORD IDord-cb89358382744b7188bc76fe03dcbd1b
Source noteuspto-grants-2015_09