Reactivity of hydroxylamine ionic liquid salts in the direct synthesis of caprolactam from cyclohexanone under mild conditions

Li Zhihui; Yang Qiusheng; Gao Liya; Xu Yuanyuan; Zhang Dongsheng; Wang Shufang; Zhao Xinqiang; Wang Yanji

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Reactivity of hydroxylamine ionic liquid salts in the direct synthesis of caprolactam from cyclohexanone under mild conditions

机译：羟胺离子液体反应性在温和条件下环己酮直接合成己内酰胺

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The reactivity of several sulfobutyl hydrosulfate hydroxylamine ionic liquid salts in the direct synthesis of caprolactam from cyclohexanone under mild conditions was investigated. The results showed that the cyclohexanone conversion was mainly affected by cation species in the molecules of the hydroxylamine ionic liquid salts, and hydroxylamine N, N, N-trimethyl-N-sulfobutyl hydrosulfate salt was a better choice for the direct synthesis of caprolactam. The optimum reaction condition was at 80 degrees C for 4 h, and the suitable molar ratio of cyclohexanone : hydroxylamine ionic liquid salt : ZnCl2 was 2 : 1 : 3. Under the optimal reaction conditions, cyclohexanone was almost completely converted into caprolactam, corresponding to 99.1% cyclohexanone conversion and 92.0% caprolactam selectivity. Furthermore, the reaction medium acetonitrile, and the ionic liquid which was combined in the hydroxylamine salt, can be recovered after the reaction, achieving an eco-friendly route for the direct synthesis of caprolactam.

机译：研究了在温和条件下从环己酮直接合成己内酰胺的几种磺基硫酸氢盐羟胺离子液体的反应性。结果表明，环己酮转化主要受羟胺离子液体分子中阳离子种类的影响，羟胺N，N，N-三甲基-N-磺丁酸盐是己内酰胺直接合成的更好选择。最佳反应条件为80℃，4小时，环己酮：羟胺离子液盐：ZnCl2为2：1：3。在最佳反应条件下，环己酮几乎完全转化为己内酰胺，对应99.1％环己酮转化和92.0％的己内酰胺选择性。此外，反应后，反应介质乙腈和组合的离子液体可以在羟胺盐中恢复，实现己内酰胺直接合成环保途径。

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《RSC Advances》 |2016年第87期|共7页
作者
Li Zhihui; Yang Qiusheng; Gao Liya; Xu Yuanyuan; Zhang Dongsheng; Wang Shufang; Zhao Xinqiang; Wang Yanji;
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作者单位

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

Hebei Univ Technol Sch Chem Engn &

Technol Hebei Prov Key Lab Green Chem Technol &

Efficient Tianjin 300130 Peoples R China;

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正文语种 eng
中图分类化学;
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1. Reactivity of hydroxylamine ionic liquid salts in the direct synthesis of caprolactam from cyclohexanone under mild conditions [J] . Li Zhihui, Yang Qiusheng, Gao Liya, RSC Advances . 2016,第87期

机译：羟胺离子液体反应性在温和条件下环己酮直接合成己内酰胺
2. Reusable Task-Specific Ionic Liquids for a Clean epsilon-Caprolactam Synthesis under Mild Conditions [J] . Turgis Raphael, Estager Julien, Draye Micheline, ChemSusChem . 2010,第12期

机译：可重复使用的任务特异性离子液体，用于温和条件下的清洁ε-己内酰胺合成
3. A mild and efficient way to prepare ε-caprolactam by using a novel salt related with ionic liquids [J] . Miguel Vilas, Emilia Tojo Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2010,第31期

机译：一种温和有效的方法，通过使用与离子液体有关的新型盐制备ε-己内酰胺
4. One step synthesis of ε-caprolactam from cyclohexanone and hydroxylamine catalyzed by SO3H-functioned ionic liquids [C] . Hefang Wang, Hongtao Liu, Liyuan Jia International Conference on Energy and Environmental Protection . 2013

机译：SO3H功能离子液体催化ε-己内酰胺ε-己内酰胺的一步合成
5. Phosphonium salt ionic liquids in organic synthesis. [D] . Cheekoori, Sreedhar. 2008

机译：synthesis盐离子液体的有机合成。
6. The Synthesis of 2-Aminobenzoxazoles Using Reusable Ionic Liquid as a Green Catalyst under Mild Conditions [O] . Ya Zhou, Zhiqing Liu, Tingting Yuan, 2017

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7. One-pot synthesis of fused 3,4-dihydropyrimidin- 2(1H)-thiones by three component condensation method by using recyclable ionic liquid under mild conditions [O] . 2019

机译：通过在温和条件下使用可回收离子液体的三种组分缩合法的熔融3,4-二氢嘧啶蛋白-2（1H）的单壶合成 - 通过使用可回收离子液体

Reactivity of hydroxylamine ionic liquid salts in the direct synthesis of caprolactam from cyclohexanone under mild conditions

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