Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1929524Generated: November 2, 2026

Water → HCID 12856969, compound

https://huagongshe.com/reaction/1929524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant2-Iodo-cyclopent-2-enoneHCID 10867499—
CatalystTriphenylarsineHCID 11773—
CatalystHCID 178418778HCID 178418778—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 12856969HCID 1285696977.4%

Reaction Steps

4.8 g 2-Iodo-cyclopent-2-enone (prepared as described in Org. Lett. 6, 2004, page 3289), 5.4 g 4-chlorophenylboronic acid, 8.5 g silver(I)oxide, 0.425 g triphenylarsine and 0.265 g Pd(C6H5CN)2Cl2 were added to 90 ml tetrahydrofurane and 20 ml water. The reaction mixture was stirred under nitrogen atmosphere for 16 hours. The reaction mixture was diluted with ammonium chloride, filtered and extracted twice with ethyl acetate. The residue was purified by chromatography and the solvent was evaporated. 3.44 g 2-(4′chlorophenyl)cyclopent-2-enone were obtained (m.p. 71-72° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188088B2
Source datasetuspto-grants-2012_05
ORD IDord-875d8a681c804cf2924a263b1632f57b
Source noteuspto-grants-2012_05