Short synthesis of methylphenidate and its p-methoxy derivative

Article abstract of DOI:10.1080/00397910008087153

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.

Full text of DOI:10.1080/00397910008087153

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Short Synthesis of
Methylphenidate and Its p-
Methoxy Derivative
Luiz C. Dias a , Anna Maria a & A. de Piloto Fernandes
a
a Instituto de Quimica - Universidade Estadual de
Campinas - UNICAMP, C.P. 6154 - CEP, 13083-970,
Campinas, SP, Brazil E-mail:
Version of record first published: 04 Dec 2007.
To cite this article: Luiz C. Dias , Anna Maria & A. de Piloto Fernandes (2000): Short
Synthesis of Methylphenidate and Its p-Methoxy Derivative, Synthetic Communications:
An International Journal for Rapid Communication of Synthetic Organic Chemistry,
30:7, 1311-1318
To link to this article: http://dx.doi.org/10.1080/00397910008087153
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