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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2246934Generated: November 1, 2026

4-Toluenesulfonyl chloride → HCID 68454482, compound

https://huagongshe.com/reaction/2246934

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant(2S)-1,2,3,6-Tetrahydro-4-(4-methoxyphenyl)-2-pyridinemethanolHCID 68443118—
SolventEthyl AcetateHCID 8857—
SolventSodium CarbonateHCID 10340—
ProductHCID 68454482HCID 68454482—

Reaction Steps

To a solution of 72.0 g of [(S)-4-(4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridin-2-yl]-methanol in 1.5 l of ethyl acetate and 1.5 l of 2N aqueous sodium carbonate are added 57.7 g of p-toluenesulfonyl chloride at 0° C. The reaction mixture is stirred overnight, extracted with ethyl acetate and the combined organic phases are dried over sodium sulfate and concentrated under reduced pressure. The crude product is used for the next step without any further purification. Rf=0.1 (EtOAc-heptane 1:1); Rt=4.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687495B2
Source datasetuspto-grants-2010_03
ORD IDord-397d8d5939344634867ff62c5132d217
Source noteuspto-grants-2010_03