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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352125Generated: October 29, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 4-Chloro-2-[4-hydroxy-1-(3-thienyl)butoxy]benzonitrile

https://huagongshe.com/reaction/352125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant4-Chloro-2-[4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-(3-thienyl)butoxy]benzonitrileHCID 22715189—
SolventEthanolHCID 702—
Product4-Chloro-2-[4-hydroxy-1-(3-thienyl)butoxy]benzonitrileHCID 2271518788.3%

Reaction Conditions

Temperature55 °C

Reaction Steps

The product from step (c) (1.12 g, 2.65 mmol) was dissolved in ethanol (60 ml) and pyridinium p-toluenesulphonate (0.067 g, 0.27 mmol) added. The reaction was heated to 55° C. and stirred for 18 h. The reaction was cooled and the solvent removed in vacuo. The residue was dissolved in ethyl acetate (180 ml) and the organic layer washed with aqueous saturated sodium bicarbonate solution (2×30 ml), water (2×30 ml) and brine (20 ml). After drying over magnesium sulphate, the solution was evaporated in vacuo to give the title compound as a colourless oil (0.72 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06743939B2
Source datasetuspto-grants-2004_06
ORD IDord-adb01c8cdac447a2bd8992625b596786
Source noteuspto-grants-2004_06