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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41661Generated: October 25, 2026

Phosphorus pentachloride → 5-Chloro-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one

https://huagongshe.com/reaction/41661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus pentachlorideHCID 24819—
Reactant10-Oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dioneHCID 59351951—
SolventChloroformHCID 6212—
Product5-Chloro-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-oneHCID 68567844139.7%

Reaction Steps

To a solution of 10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (1.66 g, 10 mmol) in chloroform (20 ml) is added PCl5 (1.04 g, 5 mmol) in one portion. The reaction mixture is stirred and heated at reflux for 5 hours. The reaction mixture is evaporated to dryness. The crude product is purified by flash chromatography to give 5-chloro-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (1.29 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530667B2
Source datasetuspto-grants-2013_09
ORD IDord-a812e3a354464c569e44407299b94839
Source noteuspto-grants-2013_09