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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499009Generated: October 30, 2026

5-Phenyl-1-pentyne → HCID 118208393, compound

https://huagongshe.com/reaction/1499009

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Phenyl-1-pentyneHCID 74573—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 90020040HCID 90020040—
CatalystGoldHCID 23985—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 118208393HCID 11820839367%

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 put thereinto. After stirring at room temperature for 5 minutes, ethyl hydrogen hex-1-ynylphosphonate (57.0 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 2-ethoxy-4-n-butyl-6-3-phenylpropyl-1,2-oxaphosphorin 2-oxide (67.1 mg, 67%) which is a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200019B2
Source datasetuspto-grants-2015_12
ORD IDord-1d1d7aa026fc4de4818cf122c19a2557
Source noteuspto-grants-2015_12