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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1290337Generated: October 25, 2026

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

https://huagongshe.com/reaction/1290337

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 numberUS05750793
Source datasetuspto-grants-1998_05
ORD IDord-37bfe041c442425998114372078aa3dc
Source noteuspto-grants-1998_05