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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499007Generated: October 31, 2026

1-Pentyne, 5-chloro- → HCID 90019362, compound

https://huagongshe.com/reaction/1499007

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Pentyne, 5-chloro-HCID 84308—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantHCID 90020040HCID 90020040—
CatalystGoldHCID 23985—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 90019362HCID 9001936264%

Reaction Steps

Method 2—A gold (Ag(I)) catalyst {[Au(JohnPhos)NCCH3]+SbF6—} [JohnPhos:(2-biphenyl)di-tent-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, 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-n-butyl-6-3-chlorpropyl-1,2-oxaphosphorin 2-oxide (56.1 mg, 64%) which is a title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200019B2
Source datasetuspto-grants-2015_12
ORD IDord-36908bfedc424c28990294c154cae7b5
Source noteuspto-grants-2015_12