Reduction of organic compounds by lithium in low molecular weight amines. Highly selective lithium-amine reducing systems
✍ Scribed by Robert A. Benkeser; Ram K. Agnihotri; Merwyn L. Burrous
- Publisher
- Elsevier Science
- Year
- 1960
- Tongue
- French
- Weight
- 122 KB
- Volume
- 1
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Z? have shown1 that 'lithium dissolved.in certain low is a unique and potent reagent for reducing aromatic to monoolefins.
molecular weight amines compounds selectively
We are hereby reporting that even a greater selectivity can be achieved in these reductions by carrying out the reactions in a mixture of solvents rather than in the pure amine. It will be noted from Table 1, that the addition of materials like dimethylamine, isopropylamine and morpholine to the usual solvents for these reductions (methylamine, ethylamine and ethylenediamine), increases quite markedly, in most instances, the percentage of the more thermodynamically stable l-alkylcyclohexene. An equally important advantage to this new technique is that it enables one to carry out the reductions in a much less volatile solvent system than was heretofor possible.
The presence of at least small amounts of methylamine, ethylamine, or ethylenediamine seems essential. In the presence of pure morpholine or