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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499011Generated: November 3, 2026

Triethylamine → HCID 76764665, compound

https://huagongshe.com/reaction/1499011

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant5-Phenyl-1-pentyneHCID 74573—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 76764661HCID 76764661—
CatalystGoldHCID 23985—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 76764665HCID 7676466544%

Reaction Steps

A gold (Ag(I)) catalyst {[Au(JohnPhos)NCCH3]+SbF6—} [JohnPhos:(2-biphenyl)di-tert-butylphosphine] (11.3 mg, 0.015 mmol) and triethylamine (Et3N) (3.0 mg, 0.03 mmol) were put into a reaction container, and dichloroethane (0.4 mL) was put thereinto. After stirring at room temperature for 5 minutes, ethyl hydrogen (4-chlorophenyl)ethynylphosphonate (73.4 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto, and finally, pent-4-ynylbenzene (86.5 mg, 0.6 mmol) was put thereinto. Then, 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 ethyl 5-phenylpent-1-en-2-yl 2-(4-chlorophenyl)ethynylphosphonate (51.2 mg, 44%) which is a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200019B2
Source datasetuspto-grants-2015_12
ORD IDord-ad09504010d846abb7e587c950b2bff7
Source noteuspto-grants-2015_12