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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884573Generated: October 31, 2026

Cyclopentanol → HCID 15895873, compound

https://huagongshe.com/reaction/1884573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanolHCID 7298—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantHCID 12051151HCID 12051151—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15895873HCID 1589587371.9%

Reaction Steps

Cyclopentanol (0.11 g, 1.3 mmol) and triphenylphosphine (0.47 g, 1.8 mmol) are dissolved in THF (15 ml), and thereto are successively add with stirring diisopropyl azodicarboxylate (0.26 g, 1.3 mmol) and 2-(3-hydroxyphenylthio)-3-[3-(pyridin-4-yl)propoxy]pyridine (0.30 g, 0.89 mmol) obtained in Example 13. The mixture is further stirred at room temperature for 30 minutes, and the reaction solution is concentrated under reduced pressure. The residue is extracted with a 10% aqueous hydrochloric acid solution (30 ml), and the aqueous layer is washed with chloroform (30 ml×2), and the pH value thereof is adjusted to pH 12 with potassium carbonate. The mixture is extracted with ethyl acetate (50 ml×2), and the organic layer is washed with a saturated brine (50 ml×2), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: chloroform/methanol) to give the title compound (0.26 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06765095B2
Source datasetuspto-grants-2004_07
ORD IDord-e2e10fdc8061457c994c7c2c310fe0b4
Source noteuspto-grants-2004_07