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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1736481Generated: November 1, 2026

Phthalimide → N-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimide

https://huagongshe.com/reaction/1736481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcoholHCID 54119558—
SolventTetrahydrofuranHCID 8028—
ProductN-{1-(6-Chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl}phthalimideHCID 19973564128.9%

Reaction Steps

38.6 g of the 1-(6-chloropyridin-2-yl)-2-(pyridin-2-yl)ethyl alcohol prepared in the Preparative Example 20, 47.8 g of triphenylphosphine and 26.8 g of phthalimide were dissolved in 500 ml of tetrahydrofuran, followed by the addition thereto of 31.7 g of diethyl azodicarboxylate. The obtained mixture was stirred at room temperature overnight and concentrated, followed by the addition thereto of diethyl ether. The obtained mixture was filtered to remove insolubles and the filtrate was purified by silica gel chromatography (with a hexane/ethyl acetate (2:1) mixture) to give 77.1 g of the title compound as a roughly purified product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05541213
Source datasetuspto-grants-1996_07
ORD IDord-61ee13c25f52433eb2d245d18a7869a2
Source noteuspto-grants-1996_07