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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354628Generated: November 3, 2026

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

https://huagongshe.com/reaction/2354628

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 numberUS07754711B2
Source datasetuspto-grants-2010_07
ORD IDord-17e5d8bd2a974cf6b45d58177e3c905e
Source noteuspto-grants-2010_07