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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2113465Generated: October 27, 2026

4-Toluenesulfonyl chloride → Toluene-4-sulfonic acid 1-methyl-piperidin-3-ylmethyl ester

https://huagongshe.com/reaction/2113465

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantTriethylamineHCID 8471—
Reactant(1-Methyl-3-piperidyl)methanolHCID 97998—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductToluene-4-sulfonic acid 1-methyl-piperidin-3-ylmethyl esterHCID 2118416099.2%

Reaction Steps

A mixture of 2.07 g (16 mmol) 1-methyl-3-piperidinemethanol, 3.35 g (18 mmol) p-toluensulfonyl chloride, 0.58 g (5 mmol) 4-dimethylaminopyridine and 2.23 mL (16 mmol) NEt3 in 30 mL DCM was stirred for 2 h at room temperature. The mixture was washed with water and evaporated to dryness to yield 4.5 g (99%) of the title compound as yellow oil which was used without further purification. MS(m/e): 284.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07432255B2
Source datasetuspto-grants-2008_10
ORD IDord-45b36af8ebb04e54917a3573e8436744
Source noteuspto-grants-2008_10