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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499010Generated: October 30, 2026

1-Pentyne, 5-chloro- → HCID 90019428, compound

https://huagongshe.com/reaction/1499010

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Pentyne, 5-chloro-HCID 84308—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 76764661HCID 76764661—
CatalystGoldHCID 23985—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 90019428HCID 9001942849%

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 (4-chlorophenyl)ethynylphosphonate (73.4 mg, 0.3 mmol) diluted with 0.5 mL of dichloroethane was added thereto, and finally, 5-chloropent-1-yne (61.5 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-p-chlorophenyl-6-(3-chloropropyl)-1,2-oxaphosphorin 2-oxide (51.0 mg, 49%) which is a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200019B2
Source datasetuspto-grants-2015_12
ORD IDord-6aaa4605ce774f168482ecb4251ac4c1
Source noteuspto-grants-2015_12