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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498993Generated: October 31, 2026

p-Ethynyltoluene → HCID 72705808, compound

https://huagongshe.com/reaction/1498993

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-EthynyltolueneHCID 13018—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 86041878HCID 86041878—
CatalystGoldHCID 23985—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 72705808HCID 7270580834%

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-ethynyl-4-methylbenzene (174 mg, 1.5 mmol) was put thereinto, followed by stirring at 30° C. for 16 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-p-methylphenyl-1,2-oxaphosphorin 2-oxide (33.2 mg, 34%) which is a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200019B2
Source datasetuspto-grants-2015_12
ORD IDord-2f7bb2fb4ab7473fb544d00367162b7d
Source noteuspto-grants-2015_12