Synthesis 2005(6): 1028-1029  
DOI: 10.1055/s-2004-834856
PSP
© Georg Thieme Verlag Stuttgart · New York

A Large-Scale Low-Cost Access to the Lithium 2,2,6,6-Tetramethylpiperidide Precursor

Detlef Kampmanna, Georg Stuhlmüllera, Roger Simonb, Fabrice Cottetb, Frédéric Lerouxb, Manfred Schlosser*b
a Clariant Acetyl Building Blocks, 86368 Gersthofen, Germany
b Institute of Chemical Sciences and Engineering, Ecole Polytechnique Fédérale, BCh, 1015 Lausanne, Switzerland
Fax: +41(21)6939365; e-Mail: manfred.schlosser@epfl.ch;
Further Information

Publication History

Received 15 June 2004
Publication Date:
21 October 2004 (online)

Abstract

Wolff-Kishner-Huang reduction of the cheap 2,2,6,6-tetramethyl-4-piperidinone (2) provides the expensive 2,2,6,6-tetramethylpiperidine (1), the precursor to lithium 2,2,6,6-tetramethylpiperidide, in high yield. As specified in the detailed protocol, the reaction can be conveniently carried out on a >10 mol laboratory scale.