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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264552Generated: October 26, 2026

p-Toluenesulfonic acid → HCID 57001676, compound

https://huagongshe.com/reaction/264552

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Buten-2-olHCID 11716—
ReactantThiochroman-4-oneHCID 19048—
SolventTolueneHCID 1140—
Solvent2,2-DimethoxypropaneHCID 6495—
ProductHCID 57001676HCID 5700167648%

Reaction Steps

A solution of 23.9 g of 4-thiochromanone, 30 ml of 3-buten-2-ol and 240 mg of p-toluenesulfonic acid in 30 ml of 2,2-dimethoxy-propane and 240 ml of anhydrous toluene was boiled under reflux for 20 hours. The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 5:1). 15.3 g (48%) of (RS)-2-(2-buten-1-yl)-4-thiochromanone were obtained as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646173
Source datasetuspto-grants-1997_07
ORD IDord-579e03b2393a4366bed40e1392d8f8f2
Source noteuspto-grants-1997_07