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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536749Generated: October 28, 2026

4-Toluenesulfonyl chloride → Cyclopentylmethyl 4-methylbenzene-1-sulfonate

https://huagongshe.com/reaction/536749

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
ReactantCyclopentanemethanolHCID 77195—
SolventDichloromethaneHCID 6344—
ProductCyclopentylmethyl 4-methylbenzene-1-sulfonateHCID 12568544102.2%

Reaction Steps

A mixture of cyclopentylmethanol (2.5 g, 25 mmol), 4-methylbenzene-1-sulfonyl chloride (5.23 g, 27.5 mmol) in CH2Cl2 (50 mL) at 0° C. was treated with triethylamine (4.17 mL, 30 mmol) and the mixture was allowed to warm to room temperature for 8 hours. The mixture was then washed with water, brine, dried with anhydrous MgSO4 and concentrated under reduced pressure to afford 6.5 g the title compound. MS (DCI/NH3) m/z 272 (M+NH4)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859596B2
Source datasetuspto-grants-2014_10
ORD IDord-07f9f6e79072470fa192ebee9ce3d7ff
Source noteuspto-grants-2014_10