Volume 18, Issue 35
Preparative Organic Chemistry
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ChemInform Abstract: Preparation of Hindered Lithium Amide Bases and Rates of Their Reaction with Ether Solvents.

I. E. KOPKA

I. E. KOPKA

Dep. Chem., Mich. State Univ., East Lansing, MI 48824, USA

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Z. A. FATAFTAH

Z. A. FATAFTAH

Dep. Chem., Mich. State Univ., East Lansing, MI 48824, USA

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M. W. RATHKE

M. W. RATHKE

Dep. Chem., Mich. State Univ., East Lansing, MI 48824, USA

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First published: September 1, 1987

Abstract

The sterically hindered amines (I) are completely converted to the corresponding lithium amides (II) by reaction with butyllithium in the presence of equimolar amounts of tetramethylethyleneamine (TMEDA).

ChemInform Abstract

The sterically hindered amines (I) are completely converted to the corresponding lithium amides (II) by reaction with butyllithium in the presence of equimolar amounts of tetramethylethyleneamine (TMEDA). Without TMEDA, the reaction proceeds very slowly. It is shown that the lithium amides (II) have only limited stability in solvents such as diethyl ether or tetrahydrofuran.

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