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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264407Generated: October 29, 2026

Water → HCID 54101633, compound

https://huagongshe.com/reaction/264407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Buten-2-olHCID 11716—
ReactantHCID 18324245HCID 18324245—
Solvent2,2-DimethoxypropaneHCID 6495—
ProductHCID 54101633HCID 5410163372%

Reaction Steps

A solution of 13.2 g of 6-phenyl-1-indanone, 11 ml of 3-buten-2-ol and 110 mg of p-toluenesulfonic acid in 110ml of 2,2-dimethoxy-propane was boiled under reflux for 48 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 5:1). 12.0 g (72%) of (RS)-2-(2-buten-1-yl)-6-phenyl-1-indanone was obtained as a light yellow solid which was used without further purification in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646173
Source datasetuspto-grants-1997_07
ORD IDord-7316fd39b58c411c999872db6fa6f568
Source noteuspto-grants-1997_07