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US 5,670,698 AGranted
Synthesis of 1-acetoxy-2-methylnaphthalene
AssigneeBristol-Myers Squibb Company
InventorsMu-Ill Lim, Yuh-Guo Pan, Linas Stasaitis, James Anderson
Life of this patent
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Abstract
A one pot process is provided in which a Mannich base of the formula 5 is reacted with acetic anhydride to produce a diacetate derivative. Without any intermediate isolation, the derivative is hydrogenated to produce a reaction mixture containing 1-acetoxy-2-methylnaphthalene which is readily precipitated from the reaction mixture by addition of water. ##STR1##
Claims8
Process for producing 1-acetoxy-2-methylnaphthalene comprising the steps of:
- (a) reacting acetic anhydride with a Mannich base of the formula 5, ##STR5## wherein R.sub.1 and R.sub.2 are independently selected from the group consisting of C.sub.1 -C.sub.10 alkyl and benzyl, or R.sub.1 and R.sub.2 together with the nitrogen atom to which they are attached form piperidino, pyrrolo, morpholino, or a piperizino group, to produce a diacetoxyderivative of the Mannich base;
- (b) hydrogenating the diacetoxy derivative by catalytic hydrogenation or catalytic transfer hydrogenation to produce a reaction mixture containing the 1-acetoxy-2-methyl-naphthalene.
Dependencies are inferred from the claim text.