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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2356400Generated: November 1, 2026

4-Toluenesulfonyl chloride → Toluene-4-sulfonic acid 2-cyclopropyl-ethyl ester

https://huagongshe.com/reaction/2356400

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant2-Cyclopropylethan-1-olHCID 137642—
SolventPyridineHCID 1049—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductToluene-4-sulfonic acid 2-cyclopropyl-ethyl esterHCID 1356839289.2%

Reaction Steps

p-Toluenesulfonyl chloride (7.20 g, 37.8 mmol) was added to a cooled (0° C.) solution of 2-cyclopropylethanol (4.00 g, 46.4 mmol) in pyridine (10 mL) and dichloromethane (60 mL). The reaction mixture was stirred at ambient temperature overnight, then diluted with ether (200 mL) and washed sequentially with water, 10% HCl, water and brine and then dried over anhydrous Na2SO4. Toluene-4-sulfonic acid 2-cyclopropylethyl ester (8.1 g, 89%) was obtained after removal of solvent and used for next step reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07759348B2
Source datasetuspto-grants-2010_07
ORD IDord-7b8c08f568fc4462851d8e8a34c1e3b7
Source noteuspto-grants-2010_07