Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669736Generated: October 29, 2026

4-[(1E)-3-(Methyloxy)-3-oxo-1-propen-1-yl]-1-naphthalenecarboxylic acid → 4-[3-(Methyloxy)-3-oxopropyl]-1-naphthalenecarboxylic acid

https://huagongshe.com/reaction/1669736

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-[(1E)-3-(Methyloxy)-3-oxo-1-propen-1-yl]-1-naphthalenecarboxylic acidHCID 67348020—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product4-[3-(Methyloxy)-3-oxopropyl]-1-naphthalenecarboxylic acidHCID 67346424289.1%

Reaction Steps

4-[(1E)-3-(Methyloxy)-3-oxo-1-propen-1-yl]-1-naphthalenecarboxylic acid (for example as prepared for Intermediate 5) (4 g, 5.09 mmol) in 500 mL ethanol was hydrogenated over palladium on carbon (10 wt %, 1 g) for about 2 h. The catalyst was removed by filtration through Celite, the solvent evaporated and the resultant solid left overnight under vacuum to afford the title compound (3.8 g). ES+ve m/z 258 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989629B2
Source datasetuspto-grants-2011_08
ORD IDord-084969127041492e87cc392c5027146e
Source noteuspto-grants-2011_08