Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264465Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 57212963, compound

https://huagongshe.com/reaction/264465

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Buten-2-olHCID 11716—
ReactantChromanoneHCID 68110—
SolventTolueneHCID 1140—
Solvent2,2-DimethoxypropaneHCID 6495—
ProductHCID 57212963HCID 5721296338%

Reaction Steps

A solution of 48 g of 4-chromanone, 67 ml of 3-buten-2-ol and 500 mg of p-toluenesulfonic acid in 67 ml of 2,2-dimethoxypropane and 500 ml of anhydrous toluene was boiled under reflux for 46 hours. The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 4:1). 24.7 g (38%) of (RS)-2-(2-buten-1-yl)-4-chromanone were obtained as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646173
Source datasetuspto-grants-1997_07
ORD IDord-f9c3f7d0cf40460dbbc170c0bf5c988f
Source noteuspto-grants-1997_07