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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2041878Generated: November 2, 2026

Phthalimide → HCID 69673484, compound

https://huagongshe.com/reaction/2041878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 14140997HCID 14140997—
SolventTolueneHCID 1140—
ProductHCID 69673484HCID 6967348431.8%

Reaction Steps

55 ml of toluene, 1.80 g of 2-vinyl-4-phenyl-3-butyn-ol, 1.93 g of phthalimide, and 3.45 g of triphenylphosphine were added to a nitrogen-substituted flask. Then, 5.30 g of diethyl azodicarboxylate (40% toluene solution) was slowly added dropwise to the above obtained solution under cooling on ice. The temperature was increased to a room temperature, and the obtained mixture was then stirred for 1 day. Thereafter, the reaction solution was concentrated, and 200 ml of diethyl ether was then added to the residue. The appearing solid was removed by filtration. The residue was concentrated, and it was then purified by flash chromatography (manufactured by Biotage AB; Isolera™), so as to obtain 1.00 g of 2-(2-vinyl-4-phenyl-3-butynyl)isoindol-1,3-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586505B2
Source datasetuspto-grants-2013_11
ORD IDord-5fefa85ccdee4864b613868ec53bbbda
Source noteuspto-grants-2013_11