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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264423Generated: October 26, 2026

Water → HCID 54022804, compound

https://huagongshe.com/reaction/264423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Buten-2-olHCID 11716—
ReactantMethyl 3-oxo-2,3-dihydro-1H-indene-5-carboxylateHCID 10081226—
Solvent2,2-DimethoxypropaneHCID 6495—
ProductHCID 54022804HCID 5402280483%

Reaction Steps

A solution of 8 g of 6-methoxycarbonyl-1-indanone, 8 ml of 3-buten-2-ol and 100 mg of p-toluenesulfonic acid in 80 ml of 2,2-dimethoxy-propane was boiled under reflux for 28 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/ethyl acetate 3:1). In addition to 1.3 g of educt, there were obtained 8.5 g (83%) of (RS)-2-(2-buten-1-yl)-6-methoxycarbonyl-1-indanone as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646173
Source datasetuspto-grants-1997_07
ORD IDord-1e095f674fd349dc87644bf0fde62255
Source noteuspto-grants-1997_07