Reaction #1377519

Reaction equation

nabumetone

2-acetyl-5-bromo-6-methoxynaphthalene

→

4-(5-bromo-6-methoxy-2-naphthyl)-4-hydroxybut-3-en-2-one

Conditions

Workup

1. 1
   OtherNew process for the synthesis of the antiinflammatory drug

Procedure

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.

Source