Metal-Free Synthesis of Adipic Acid via Organocatalytic Direct Oxidation of Cyclohexane under Ambient Temperature and Pressure

被引：15
作者：
Matsumoto, Yohei [1 ]
Kuriyama, Masami [1 ]
Yamamoto, Kosuke [1 ]
Nishida, Koyo [1 ]
Onomura, Osamu [1 ]
机构：
[1] Nagasaki Univ, Grad Sch Biomed Sci, 1-14 Bunkyo Machi, Nagasaki 8528521, Japan
来源：
ORGANIC PROCESS RESEARCH & DEVELOPMENT | 2018年 / 22卷 / 09期
关键词：
adipic acid; metal-free reaction; oxidation; organocatalysis; radical; ONE-STEP CONVERSION; N-HYDROXYPHTHALIMIDE; MOLECULAR-OXYGEN; AEROBIC OXIDATION; NITRIC-ACID; HIGHLY EFFICIENT; SELECTIVE OXIDATION; CATALYTIC-OXIDATION; TEREPHTHALIC ACID; CARBON NANOTUBES;
D O I：
10.1021/acs.oprd.8b00196
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
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.
引用
收藏
页码：1312 / 1317
页数：6
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