Metal-Free Synthesis of Adipic Acid via Organocatalytic Direct Oxidation of Cyclohexane under Ambient Temperature and Pressure,Organic Process Research & Development

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Metal-Free Synthesis of Adipic Acid via Organocatalytic Direct Oxidation of Cyclohexane under Ambient Temperature and Pressure
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2018-09-07 00:00:00 , DOI: 10.1021/acs.oprd.8b00196
Yohei Matsumoto ₁ , Masami Kuriyama ₁ , Kosuke Yamamoto ₁ , Koyo Nishida ₁ , Osamu Onomura ₁

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A direct metal-free approach for the production of adipic acid from cyclohexane is reported. The use of N-hydroxyphthalimide (NHPI) as a catalyst in the presence of HNO₃/TFA enables the direct oxidation of cyclohexane to yield adipic acid under ambient temperature and pressure via a simple procedure. This reaction proceeds through an initial oxidation of cyclohexane to cyclohexanone oxime and cyclohexanone followed by a second oxidation of these intermediates to adipic acid. NHPI plays a crucial role in both oxidation steps to achieve a high yield and selectivity for adipic acid.

中文翻译：

在常温常压下有机合成催化环己烷直接氧化合成己二酸

据报道，由环己烷生产己二酸的直接无金属方法。在HNO ₃ / TFA存在下使用N-羟基邻苯二甲酰亚胺（NHPI）作为催化剂能够通过简单的方法在环境温度和压力下将环己烷直接氧化以产生己二酸。该反应通过将环己烷最初氧化为环己酮肟和环己酮，然后将这些中间体第二次氧化为己二酸而进行。NHPI在两个氧化步骤中都起着至关重要的作用，以实现己二酸的高收率和选择性。

更新日期：2018-09-07

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