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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378384Generated: October 31, 2026

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

https://huagongshe.com/reaction/2378384

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 numberUS07470797B2
Source datasetuspto-grants-2008_12
ORD IDord-1a4aa6a7df384eaf9caf3522f2436123
Source noteuspto-grants-2008_12