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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1757511Generated: October 24, 2026

Chloride → 1-Phenyl-3-[3-(4-(dimethylamino)benzyloxy)phenyl]-2-propyne-1-one

https://huagongshe.com/en/reaction/1757511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorideHCID 312—
ReactantOxalyl chlorideHCID 65578—
Reactant1,3-Diphenyl-2-propyn-1-oneHCID 97637—
Reactant1,3-Diphenyl-2-propyn-1-olHCID 296659—
ReactantCornforth reagentHCID 2724130—
ReactantBarium manganateHCID 3084030—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product1-Phenyl-3-[3-(4-(dimethylamino)benzyloxy)phenyl]-2-propyne-1-oneHCID 19388218—

Reaction Steps

In step b, the appropriate α-[(phenyl)ethynyl]-benzenemethanol compound of structure 6 can be oxidized to the corresponding 1-phenyl-3-phenyl-2-propyne-1-one compound of structure 5 by techniques and procedures well known and appreciated by one of ordinary skill in the art. For example, the appropriate α-[(phenyl)ethynyl]-benzenemethanol compound of structure 6 can be oxidized to the corresponding 1-phenyl-3-phenyl-2-propyne-1-one compound of structure 5 by means of either a Swern oxidation (dimethylsulfoxide, oxalyl chloride, and triethylamine), by means of pyridinium dichromate oxidation in a suitable aprotic solvent, such as methylene chloride or by means of barium manganate oxidation in a suitable aprotic solvent, such asmethylene chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05446068
Source datasetuspto-grants-1995_08
ORD IDord-33804668c08843c799ea85a43fce2d24
Source noteuspto-grants-1995_08