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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441779Generated: November 1, 2026

4-Toluenesulfonyl chloride → 5-Methyl-2-furanethanol 4-methylbenzenesulfonate

https://huagongshe.com/reaction/1441779

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant2-(5-Methylfuran-2-yl)ethan-1-olHCID 11062390—
SolventPyridineHCID 1049—
Product5-Methyl-2-furanethanol 4-methylbenzenesulfonateHCID 131725182152.9%

Reaction Steps

4-Methylbenzenesulfonyl chloride (907 mg, 4.76 mmol) was added to a solution of compound 21A (500 mg, 3.96 mmol) in 6 mL of dry pyridine. The reaction was stirred at room temperature for 4 h and then quenched with ice. The reaction mixture was extracted with CH2Cl2 and the combined organic layers were washed with saturated aqueous sodium bicarbonate and water, dried and concentrated under reduced pressure to give 900 mg (81%) of compound 24A as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655689B2
Source datasetuspto-grants-2010_02
ORD IDord-3dae9d3e4ae6488fb5f3486879fce3c0
Source noteuspto-grants-2010_02