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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669735Generated: October 30, 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/1669735

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 67346424—

Reaction Steps

4-[(1E)-3-(Methyloxy)-3-oxo-1-propen-1-yl]-1-naphthalenecarboxylic acid (for example as prepared for Intermediate 5) (1.73 g, 5.09 mmol) is hydrogenated over palladium on carbon (10 wt %, 350 mg) in ethanol (50 ml) for 4 h. The catalyst is removed by filtration through Celite, and the mixture hydrogenated again with fresh catalyst (350 mg) overnight. The mixture is filtered through Celite and concentrated to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989629B2
Source datasetuspto-grants-2011_08
ORD IDord-161b37ffdded43908f00f8765328aabd
Source noteuspto-grants-2011_08