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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1162856Generated: October 29, 2026

4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pent-1-enyl)benzoic acid → 4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pentyl)benzoic acid

https://huagongshe.com/reaction/1162856

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pent-1-enyl)benzoic acidHCID 67119989—
CatalystPalladiumHCID 23938—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Ethoxycarbonyl-4-methyl-3-oxo-pentyl)benzoic acidHCID 5895200389.4%

Reaction Steps

50 g of 4-(2-ethoxycarbonyl-4-methyl-3-oxo-pent-1-enyl)benzoic acid are dissolved in 300 ml of THF, 1.00 g of palladium on carbon (10%) is added, and the mixture is hydrogenated under a hydrogen pressure of 4 bar in an autoclave for 24 h. The mixture is diluted with dichloromethane and filtered with suction through Celite, the residue is washed with dichloromethane and concentrated in vacuo. The residue is purified by chromatography on silica gel (ethyl acetate/n-heptane=3/1). 45 g of compound 45 are obtained as an oil. C16H20O5 (292.3) MS (ESI+): 293.1 (M+H)+, tR=1.37 min (Gradient 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820804B2
Source datasetuspto-grants-2010_10
ORD IDord-7cb7c9baab26496ab562ea927af03da8
Source noteuspto-grants-2010_10