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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2372427Generated: October 25, 2026

Sodium Chloride → 2-{1-(4-Phenoxyphenyl)propan-1-ylidene}-1,3-dithiolan

https://huagongshe.com/reaction/2372427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantHexaneHCID 8058—
Reactant3-Phenoxy-1-phenylpropan-1-oneHCID 3876355—
Reactant2-Diethoxyphosphoryl-1,3-dithiolaneHCID 13302035—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-{1-(4-Phenoxyphenyl)propan-1-ylidene}-1,3-dithiolanHCID 1990437273%

Reaction Steps

2-Diethoxyphosphoryl-1,3-dithiolan, 3.0 g, was dissolved in 30 ml of tetrahydrofuran and 7.75 ml of 1.6 mole hexane solution of n-butyl lithium was dropwise added to the solution in an argon flow at -65° C. The mixture was stirred at the same temperature for an hour. Then, a solution of 2.55 g of 4-phenoxypropiophenone in 9 ml of tetrahydrofuran was dropwise added to the mixture at the same temperature. The reaction mixture was gradually warmed to room temperature overnight. This suspension was poured onto saturated sodium chloride aqueous solution and the mixture was extracted with chloroform. After drying the chloroform phase over magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (chloroform : hexane =1 : 1) to give 2.60 g of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05098928
Source datasetuspto-grants-1992_03
ORD IDord-40b7a1c835c347f9958e3d3f188c45bc
Source noteuspto-grants-1992_03