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Method for preparing indole by oxidative dehydrogenation of o-ethylaniline

A technology of o-ethylaniline and oxidative dehydrogenation, applied in chemical instruments and methods, metal/metal oxide/metal hydroxide catalysts, organic chemistry, etc., can solve industrial application limitations, catalyst conversion rate and selectivity reduction , carbon on the surface of the catalyst, etc., to achieve the effect of convenient operation and reduction of reduction degree

Inactive Publication Date: 2010-04-28
NANJING UNIV OF TECH
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Problems solved by technology

However, in this method, the strong reducing atmosphere caused by the dehydrogenation reaction makes the active metal cations (Cu II or Cu I) in the catalyst easily reduced and greatly reduces the activity of the catalyst. In addition, after a period of use, the surface area of ​​the catalyst is severely carbonized, and the catalyst The conversion and selectivity are significantly reduced
In order to reduce the above shortcomings, the requirements for the liquid hourly space velocity of the raw material are relatively low during the catalytic dehydrogenation reaction, and the industrial application is also limited.

Method used

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  • Method for preparing indole by oxidative dehydrogenation of o-ethylaniline
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  • Method for preparing indole by oxidative dehydrogenation of o-ethylaniline

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Experimental program
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Effect test

Embodiment 1

[0017] In the dehydrogenation reactor, fill 20 grams of boroaluminate copper catalysts, vaporize after o-ethylaniline and water are mixed and enter the fixed-bed reactor for reaction, the reaction temperature is 640 ° C, and the volume ratio of o-ethylaniline and water is 1: 6. The hourly space velocity of o-ethylaniline feed liquid is 0.1h -1 , After 200 h of normal pressure reaction, the conversion rate of o-ethylaniline and the selectivity of indole were measured, and the results are shown in Table 1.

Embodiment 2

[0019] Identical to the method of Example 1, the difference is that o-ethylaniline and water are mixed and then vaporized and then mixed with preheated air to enter the fixed-bed reactor for reaction. The mol ratio of o-ethylaniline and the oxygen in the air is 1:1, normal pressure reaction 200h after the measurement of o-ethylaniline conversion rate and indole selectivity, the results are shown in Table 1.

[0020] Table 1

[0021]

Embodiment 3

[0023] In the dehydrogenation reactor, fill 20 grams of copper boroaluminate catalyst, o-ethylaniline and water are mixed, vaporized and then mixed with preheated air, then enter the fixed bed reactor for reaction, the reaction temperature is 500 ° C, normal pressure, The volume ratio of o-ethylaniline and water is 1:6, the molar ratio of o-ethylaniline and oxygen is 1:1, and the hourly space velocity of o-ethylaniline liquid is 0.1h -1 , and the reaction results are shown in Table 2.

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Abstract

The invention discloses a method for preparing indole by oxidative dehydrogenation of o-ethylaniline, comprising: after being vaporized with water, the o-ethylaniline is mixed with oxygen; and then, under the action of copper aluminum borate catalyst, oxidative dehydrogenation reaction is carried out to obtain the indole. By pumping the oxygen into a reaction system, the method can effectively reduce the reduction degree of copper ions in the catalyst, and simultaneously removes carbon deposition on the surface of the catalyst. By adopting the method, the conversion rate of the o-ethylaniline reaches 95%, the selectivity of the product indole is 90%, and the service life of the catalyst is longer than 500h. The method is convenient for operation and easy for realizing industrialization.

Description

technical field [0001] The invention belongs to the technical field of chemistry and chemical engineering, and in particular relates to a method for preparing indole by oxidative dehydrogenation of o-ethylaniline. Background technique [0002] Indole is an important fine chemical, which has a wide range of uses in the fields of spices, dyes, amino acids, pesticides, etc., and the preparation of L-tryptophan from indole as a starting material is the main use of indole. At present, the industrial preparation methods of indole include coal tar extraction method, aniline-ethylene glycol method and so on. O-ethylaniline belongs to the indole synthesis precursor with ortho-position carbon and nitrogen substituents, which can generate indole after catalytic dehydrogenation and cyclization, and o-ethylaniline can be produced by chloramphenicol as a "three wastes" pollutant O-nitroethylbenzene hydrogenation preparation. [0003] [0004] Among the many catalysts for the preparat...

Claims

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Application Information

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IPC IPC(8): C07D209/08B01J23/72
Inventor 曹飞郭成朱优江周佳栋韦萍
Owner NANJING UNIV OF TECH
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