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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 569553Generated: October 26, 2026

Ethanol → N-(5-Hexynyl)phthalimide

https://huagongshe.com/reaction/569553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant6-Chloro-1-hexyneHCID 272001—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
ProductN-(5-Hexynyl)phthalimideHCID 334605340.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

To potassium phthalimide (37.5 g) in dimethylformamide (400 ml) at 100° C. was added dropwise 1-chloro-5-hexyne (23.67 g) in dimethylformamide (100 ml). The reaction mixture was stirred at 100° C. for a further hour, cooled and stirred at room temperature overnight. The mixture was poured on to ice/water to give an oil, which on trituration gave as a white solid N-5-hexynyl phthalimide (18.35 g), m.p. 74°-6° C. (recrystallisation from ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04732980
Source datasetuspto-grants-1988_03
ORD IDord-aee4997577d0402ebbb350151634c4da
Source noteuspto-grants-1988_03