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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 992448Generated: November 1, 2026

Water → Toluene-4-sulfonic acid 3-(4-chloro-phenyl)-prop-2-ynyl ester

https://huagongshe.com/reaction/992448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantPotassium HydroxideHCID 14797—
Reactant3-(4-Chlorophenyl)prop-2-yn-1-olHCID 4111718—
SolventDiethyl EtherHCID 3283—
ProductToluene-4-sulfonic acid 3-(4-chloro-phenyl)-prop-2-ynyl esterHCID 54290153—

Reaction Conditions

Temperature-15 °C

Reaction Steps

To a mixture of 3-(4-chloro-phenyl)-prop-2-yn-1-ol (3.3 g) and toluene-4-sulfonyl chloride (3.7 g) in diethyl ether (100 ml) which is pre-cooled to −15° C. is added powdered potassium hydroxide (2.8 g) in small portions during 10 minutes. The reaction mixture is stirred at 0° C. during 90 minutes. Then water (200 ml) is added and the mixture is extracted with diethyl ether (2×100 ml) and washed with brine (50 ml). The organic layers are collected, dried (Na2SO4) and evaporated. Toluene-4-sulfonic acid 3-(4-chloro-phenyl)-prop-2-ynyl ester is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06469005B1
Source datasetuspto-grants-2002_10
ORD IDord-ce6eab0715a7409c9005f963159ba39f
Source noteuspto-grants-2002_10