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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238606Generated: October 31, 2026

4-Benzyloxy-6-fluoro-naphthalene-2-carboxylic acid methyl ester → (4-Hydroxy-naphthalen-2-yl)-acetic acid methyl ester

https://huagongshe.com/reaction/238606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Benzyloxy-6-fluoro-naphthalene-2-carboxylic acid methyl esterHCID 59326585—
Reactant(4-Benzyloxy-6-chloro-naphthalen-2-yl)-acetic acid methyl esterHCID 67304221—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(4-Hydroxy-naphthalen-2-yl)-acetic acid methyl esterHCID 5932657692.6%

Reaction Steps

To a solution of (4-benzyloxy-6-chloro-naphthalen-2-yl)-acetic acid methyl ester (340 mg, 1.0 mmol, prepared using a method analogous to the one described above for the preparation of 4-benzyloxy-6-fluoro-naphthalene-2-carboxylic acid methyl ester, 1st-7th step for example 1-1) in methanol was added 10% palladium on carbon (10 mg). The resulting mixture was vigorously stirred at room temperature overnight under a hydrogen atmosphere (balloon) and then filtered. The filtrate was concentrated in vacuo to give (4-hydroxy-naphthalen-2-yl)-acetic acid methyl ester (200 mg, 92.6%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642629B2
Source datasetuspto-grants-2014_02
ORD IDord-ad122fefb84f4a5e917e8695be6bc7f3
Source noteuspto-grants-2014_02