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7444046 
Journal Article 
Short synthesis of methylphenidate and its p-methoxy derivative 
Dias, LC; Fernandes, AMAD 
2000 
Synthetic Communications
ISSN: 0039-7911 
Marcel Dekker Inc. 
30 
1311-1318 
English 
A short method for the preparation of racemic threo- and erythromethylphenidate derivatives is described. Condensation between α- ethoxy carbamate 1 and silyl ketene acetals 2a-b in the presence of TESOTf (20 mol%) afforded a 1.5:1 mixture of carbamates 3a-b/4a-b. Hydrogenolysis in EtOH followed by treatment with 3N HCl/MeOH afforded the corresponding hydrochlorides 7a-b/8a-b in good yields. 
2 (1 methyloxycarbonyl 1 phenylmethyl)hexahydropyridinium chloride; 2 [1 (4 methoxyphenyl) 1 methyloxycarbonylmethyl]hexahydropyridinium chloride; acetal derivative; carbamic acid derivative; central stimulant agent; methylphenidate; pyridinium derivative; unclassified drug; article; chemical reaction; drug synthesis; isomer; racemic mixture; reaction analysis; stoichiometry 
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