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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1651576Generated: November 1, 2026

Phthalimide → HCID 14770834, compound

https://huagongshe.com/reaction/1651576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantHCID 14770844HCID 14770844—
SolventTetrahydrofuranHCID 8028—
ProductHCID 14770834HCID 1477083476.8%

Reaction Steps

To a solution of 13.9 g (50 mmol) of 3-(4-bromo-2,5-difluorophenyl)cyclopentanol, 7.4 g (50 mmol) of phthalimide and 13.1 g (50 mmol) of triphenylphosphine in 50 ml of dry tetrahydrofuran was added dropwise at room temperature a solution of 8.7 g (50 mmol) of diethyl azodicarboxylate in 20 ml of dry tetrahydrofuran. The reaction was stirred at room temperature for 18 hours and the solvent was removed in vacuo. The residue was triturated with ether and the solid removed by filtration. The filtrate was evaporated in vacuo and the residue was chromatographed on silica gel (E. Merck -230-400 Mesh) eluting with chloroform-ethyl acetate (4:1) to give 15.6 g of the title compound; mp 47°-48°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04929613
Source datasetuspto-grants-1990_05
ORD IDord-998f95620f104c119345b4aef6a93b29
Source noteuspto-grants-1990_05