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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275285Generated: October 30, 2026

Ethanol → 2-[(Tetrahydropyran-2-yl)thio]ethanol

https://huagongshe.com/reaction/275285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Product2-[(Tetrahydropyran-2-yl)thio]ethanolHCID 15238321—

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of the compound of Reference Example 16 (78.8 g) in ethanol (1.5 ) was added pyridinium p-toluenesulfonate (8.04 g) and the mixture was stirred at 55° C. for 4 hours. To this reaction mixture was added 1N-NaOH (ca. 30 ml) and the solvent was distilled off under reduced pressure. To the residue was added ether (300 ml) and the suspension was dried over anhydrous sodium sulfate. The insolubles were filtered off and the filtrate was concentrated under reduced pressure. The residue was subjected to vacuum distillation to give 42.4 g of 2-[(tetrahydropyran-2-yl)thio]ethanol. bp 93°-94° C. /0.2 mmHg

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05393751
Source datasetuspto-grants-1995_02
ORD IDord-0e42747599d142dc80198d59ef837146
Source noteuspto-grants-1995_02