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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264502Generated: October 31, 2026

Water → HCID 53807888, compound

https://huagongshe.com/reaction/264502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Buten-2-olHCID 11716—
ReactantHCID 19036396HCID 19036396—
Solvent2,2-DimethoxypropaneHCID 6495—
ProductHCID 53807888HCID 5380788869%

Reaction Steps

A solution of 9.45 g of 6-cyclopentoxy-1-indanone, 9.0 ml of 3-buten-2-ol and 100 mg of p-toluenesulfonic acid in 100 ml of 2,2-dimethoxy-propane was boiled under reflux for 63 hours on a water separator filled with molecular sieve (0.4 nm, 2 mm pearl shaped). The reaction mixture was subsequently concentrated in a vacuum and purified by column chromatography on silica gel (hexane/diethyl ether 6:1). There were obtained 8.1 g (69%) of (RS)-2-(2-buten-1-yl)-6-cyclopentoxy-1-indanone as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646173
Source datasetuspto-grants-1997_07
ORD IDord-7b231faebaea4db7a1eb4ac194a3cf84
Source noteuspto-grants-1997_07