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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498994Generated: November 1, 2026

1-Ethynylcyclohexene → HCID 90019777, compound

https://huagongshe.com/reaction/1498994

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-EthynylcyclohexeneHCID 79128—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 86041878HCID 86041878—
CatalystGoldHCID 23985—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 90019777HCID 9001977762%

Reaction Steps

A gold (Ag(I)) catalyst {[Au(JohnPhos)NCCH3]+SbF6—} [JohnPhos:(2-biphenyl)di-tert-butylphosphine] (11.3 mg, 0.015 mmol) was put into a reaction container, and dichloroethane (0.4 mL) was added thereto. After stirring at room temperature for 5 minutes, ethyl hydrogen phenylethynylphosphonate (63.0 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto. Then 1-ethynylcyclohex-1-ene (63.6 mg, 0.6 mmol) was put thereinto, followed by stirring at 30° C. for 18 hours, and when all of the starting materials disappeared in the TLC, the reaction was allowed to be completed. After the solvent was removed under low atmospheric pressure, the product was separated by chromatography to obtain 2-ethoxy-4-phenyl-6-1-cyclohexenyl-1,2-oxaphosphorin 2-oxide (58.8 mg, 62%) which is a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200019B2
Source datasetuspto-grants-2015_12
ORD IDord-395964c0de6a4f3e930a9473c595df8e
Source noteuspto-grants-2015_12