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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2301893Generated: October 25, 2026

Nabumetone → 4-(5-Bromo-6-methoxy-2-naphthyl)-4-hydroxybut-3-en-2-one

https://huagongshe.com/reaction/2301893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNabumetoneHCID 4409—
Reactant1-(5-Bromo-6-methoxynaphthalen-2-yl)ethan-1-oneHCID 622178—
Product4-(5-Bromo-6-methoxy-2-naphthyl)-4-hydroxybut-3-en-2-oneHCID 70179405—

Reaction Steps

New process for the synthesis of the antiinflammatory drug known as nabumetone that consists in reacting 2-acetyl-5-bromo-6-methoxynaphthalene with an alkyl acetate in presence of an alkaline alcoholate to get 4-(5-bromo-6-methoxy-2-naphthyl)-4-hydroxybut-3-en-2-one that by catalytic hydrogenation in a polar solvent and in presence of a base gives 4-(6-methoxy-2-naphthyl)butan-2-one known as nabumetone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE037813E1
Source datasetuspto-grants-2002_08
ORD IDord-e8af2dc2fa244f8c835572dcc4d6e971
Source noteuspto-grants-2002_08