A Practical, Kilogram-Scale Implementation of the Wolff−Kishner Reduction
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- 作者：Jeffrey T. Kuethe ; Karla G. Childers ; Zhihui Peng ; Michel Journet ; Guy R. Humphrey ; Thomas Vickery ; Donald Bachert ; Thientu T. Lam
- 刊名：Organic Process Research & Development
- 出版年：2009
- 出版时间：May 15, 2009
- 年：2009
- 卷：13
- 期：3
- 页码：576-580
- 全文大小：129K
- 年卷期：v.13,no.3(May 15, 2009)
- ISSN：1520-586X
文摘
A safe and practical strategy has been developed for the large-scale preparation of imidazole 7. The key transformation involved the Wolff−Kishner reduction of the sterically demanding neopentyl-trifluoromethylcyclopropyl imidazole ketone 8. The described process provided the desired product in 74% overall yield without recourse to chromatographic purification. Safety considerations which allowed for the reaction to be conducted safely on kilogram scale are discussed.