CN1775754A - Indole preparing method - Google Patents
Indole preparing method Download PDFInfo
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- CN1775754A CN1775754A CN 200510111561 CN200510111561A CN1775754A CN 1775754 A CN1775754 A CN 1775754A CN 200510111561 CN200510111561 CN 200510111561 CN 200510111561 A CN200510111561 A CN 200510111561A CN 1775754 A CN1775754 A CN 1775754A
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Abstract
The invention discloses a method for preparing indole, directly using active aluminas in different shapes as catalyst and placing the catalyst in an aminoethylbenzene pipeline reactor, then feeding the aminoethylbenzene steam into the pipeline reactor, raising the temperature under nitrogen or steam flow to make the environmental temperature for the catalyst up to 580 deg.C-650 deg.C, dehydrogenating, cyclizing, secondary dehydrogenating and making other reactions at the temperature, and finally obtaining gas phase indole. The indole yield of the invention can be raised to 25%-40% and there is no problem of coking in the pipeline reactor, omitting the step of preparing catalyst, prolonging service life of catalyst and largely reducing indole preparation cost.
Description
Technical field
The present invention relates to a kind of indole preparation method, relate to a kind of method that adopts new catalyst to prepare indoles in particular.
Background technology
Indoles has another name called benzazole, and molecular structural formula is:
Distributed more widely at occurring in nature, all contain micro-indoles as jasmine, Largeflower Jasmine Flower, citrus flower etc.Indoles is white flake-like crystal body, and very offending smell is arranged when high density, and there is graceful fragrance at the high dilution rear.Indoles consumption in essence is very little but very important, and then fragrance of a flower fragrance can be denseer in the essence such as Syringa oblata Lindl., jasmine, orchid as when containing the indoles of thousand molecules three.Indoles is used to prepare tryptophane aspect pharmaceutical industry, also be the raw material of synthetic other organic chemicals.
The catalyzer of existing preparation indoles is charcoal-alchlor catalyzer; during Preparation of Catalyst water-soluble aluminum nitrate solution is soaked gac; aluminum nitrate is adsorbed on the gac, fed nitrogen gas stream protection, pyroreaction again 5 hours, generate charcoal-alchlor catalyzer.During the preparation indoles charcoal-alchlor catalyzer is placed adjacent aminoethylbenzene pipeline reactor, adjacent aminoethylbenzene steam enters the pipeline that catalyzer is housed, under nitrogen gas stream, progressively carry out dehydrogenation, cyclisation, secondary dehydrogenation by differing temps, through the adjacent amino-benzene ethene of intermediate compound, indoline, finally generate the indoles finished product.The reactive chemistry formula is:
Carbon-aluminium oxide catalyst that existing indole preparation method uses, Catalyst Production process complexity, cost height, and pipeline reactor usually rises entrance pressure owing to knot carbon in the pipeline results in blockage, and needs to change raw catalyst, and the indoles yield that obtains also has only 15～25%.
Summary of the invention
Technical problem to be solved by this invention provides a kind of indole preparation method that adopts new catalyst, and this method cost is low, indoles yield height.
The technical solution adopted in the present invention: a kind of indole preparation method, it is characterized in that directly active aluminium sesquioxide being placed pipeline reactor as catalyzer, make adjacent aminoethylbenzene steam enter the pipeline reactor that catalyzer is housed, feed nitrogen or water vapor, the control catalyst envrionment temperature is 550-660 ℃, and reaction generates indoles.
Described catalyzer environment temperature the best is 580-650 ℃.
The column aluminium sesquioxide that described active aluminum trioxide catalyst can be diameter 0.5-10mm.
The column aluminium sesquioxide that described active aluminum trioxide catalyst the best is diameter 1-5mm.
Described active aluminum trioxide catalyst can be the spherical aluminium sesquioxide of diameter 1-20mm.
Described active aluminum trioxide catalyst the best is the spherical aluminium sesquioxide of diameter 3-10mm.
The invention has the beneficial effects as follows: the catalyzer that the present invention prepares indoles need not prepare especially, directly adopting difform active aluminium sesquioxide is that catalyzer is packed in the adjacent aminoethylbenzene pipeline reactor, then adjacent aminoethylbenzene steam is fed above-mentioned pipeline reactor, flow down intensification in nitrogen gas stream or water vapor, make the envrionment temperature of catalyzer reach 580～650 ℃, reactant progressively carries out reactions such as dehydrogenation, cyclisation, secondary dehydrogenation in this temperature environment, obtains the gas phase indoles at last.The indoles yield can bring up to 25～40% among the present invention, does not also have the problem of pipeline reactor knot charcoal.The present invention improved the yield of product, reduced the step of preparation catalyzer, improves catalyzer work-ing life, greatly reduces the preparation cost of indoles.
Description of drawings
Fig. 1 dehydrocyclization conversion unit schema.
Embodiment
Below in conjunction with embodiment the present invention is described in further detail: a kind of indole preparation method, it is characterized in that directly active aluminium sesquioxide being placed pipeline reactor as catalyzer, make adjacent aminoethylbenzene steam enter the pipeline reactor that catalyzer is housed, feed nitrogen or water vapor, the control catalyst envrionment temperature is 550-660 ℃, and reaction generates indoles.Described catalyzer environment temperature the best is 580-650 ℃.The column aluminium sesquioxide that described active aluminum trioxide catalyst can be diameter 0.5-10mm, the best are the column aluminium sesquioxides of diameter 1-5mm.Described active aluminum trioxide catalyst can be the spherical aluminium sesquioxide of diameter 1-20mm, and the best is the spherical aluminium sesquioxide of diameter 3-10mm.The reactive chemistry formula is as follows:
As shown in Figure 1, adopt at Al
2O
3Introduce a small amount of transition metal oxide on the basis of porcelain ball and make 8 active porcelain balls, crystalline-granular texture is the X type, with the about 50Kg of this catalyzer, add equably in the adjacent aminoethylbenzene pipeline reactor (reactor diameter 200 * 20) (10), up to till about 3 centimeters of discharge ports, build and tighten flanged plate.
With vacuum pump the adjacent aminoethylbenzene of 200kg is sucked in the header tank (2), put into vaporization pot (5) then to certain liquid level (6).
Open nitrogen and drive air in the pipeline away, under meter (3) is about 10 liters/minute, and gas is to open water of condensation through entering vaporization pot (5) in the safeguard protection bottle (4) that adjacent aminoethylbenzene is housed then, makes condenser (12) work through prolong (11).
Then open and place adjacent aminoethylbenzene pipeline reactor (10) heating power supply, simultaneously the adjacent aminoethylbenzene in the heating vaporization pot (5).The pipe reaction actuator temperature is controlled at 600～650 ℃, and the vaporization pot temperature is about 230 ℃, the beginning works better.
Control about 25 kilograms of per hour dischargings after the works better, indoles content is 25～40%, and the new catalyst of once packing into can use more than 1 month continuously.
Pipeline reactor can rise entrance pressure owing to knot carbon in the pipeline results in blockage because of as using carbon-aluminium oxide catalyst.Only drop to 25% when following, show catalyst function depletion, the catalyzer that need more renew at transformation efficiency.The gas phase indoles makes liquid phase crude product indoles through condenser (12) condensation, is collected by thick indoles storage tank (8).
Product separation is purified: in 200 kilograms of adjacent aminoethylbenzenes, can obtain 189 kilograms of pipe reaction products (thick indoles), obtain 43 kilograms of finished product white plates indoles after separating purification, product purity reaches 99.5%, and directly the weight yield is 21.5%.Simultaneously can obtain containing 55 kilograms of mixture of ingredients such as indoline, adjacent aminoethylbenzene, this mixture can mix the back with the adjacent aminoethylbenzene of raw material and react again as the pipe reaction charge raw material, and the actual weight yield is 26.9%.
As shown in Figure 1, crystalline-granular texture is the Φ 3.0-3.3mm column activated alumina of V-type, with the about 50Kg of this catalyzer, adds equably in the adjacent aminoethylbenzene pipeline reactor (reactor diameter 200 * 20) (10), up to till about 3 centimeters of discharge ports, build and tighten flanged plate.
With vacuum pump the adjacent aminoethylbenzene of 200kg is sucked in the header tank (2), put into vaporization pot (5) then to certain liquid level (6).
Open nitrogen and drive air in the pipeline away, under meter (3) is about 5 liters/minute, and gas is to open water of condensation through entering vaporization pot (5) in the safeguard protection bottle (4) that adjacent aminoethylbenzene is housed then, makes condenser (12) work through prolong (11).
Then open and place adjacent aminoethylbenzene pipeline reactor (10) heating power supply, simultaneously the adjacent aminoethylbenzene in the heating vaporization pot (5).The pipe reaction actuator temperature is controlled at 580～630 ℃, and the vaporization pot temperature is about 250 ℃, the beginning works better.
Control about 25 kilograms of per hour dischargings after the works better, indoles content is 25～40%, and the new catalyst of once packing into can use more than 1 month continuously.
Pipeline reactor can rise entrance pressure owing to knot carbon in the pipeline results in blockage because of as using carbon-aluminium oxide catalyst.Only drop to 25% when following, show catalyst function depletion, the catalyzer that need more renew at transformation efficiency.The gas phase indoles makes liquid phase crude product indoles through condenser (12) condensation, is collected by thick indoles storage tank (8).
Product separation is purified: in 200 kilograms of adjacent aminoethylbenzenes, can obtain 189 kilograms of pipe reaction products (thick indoles), obtain 47 kilograms of finished product white plates indoles after separating purification, product purity reaches 99.4%, and directly the weight yield is 23.5%.Simultaneously can obtain containing 49 kilograms of mixture of ingredients such as indoline, adjacent aminoethylbenzene, this mixture can mix the back with the adjacent aminoethylbenzene of raw material and react again as the pipe reaction charge raw material, and the actual weight yield is 31.1%.
Above said content only is the basic explanation of the present invention under conceiving, and according to any equivalent transformation that technical scheme of the present invention is done, all should belong to protection scope of the present invention.
Claims (6)
1. indole preparation method, it is characterized in that directly active aluminium sesquioxide being placed pipeline reactor as catalyzer, make adjacent aminoethylbenzene steam enter the pipeline reactor that catalyzer is housed, feed nitrogen or water vapor, the control catalyst envrionment temperature is 550-660 ℃, and reaction generates indoles.
2. according to the described indole preparation method of claim 1, it is characterized in that controlling described catalyzer environment temperature is 580-650 ℃.
3. according to claim 1 or 2 described indole preparing methods, it is characterized in that the column aluminium sesquioxide that described active aluminum trioxide catalyst is diameter 0.5-10mm.
4. according to the described indole preparation method of claim 3, it is characterized in that the column aluminium sesquioxide that described active aluminum trioxide catalyst is diameter 1-5mm.
5. according to claim 1 or 2 described indole preparing methods, it is characterized in that described active aluminum trioxide catalyst is the spherical aluminium sesquioxide of diameter 1-20mm.
6. according to the described indole preparation method of claim 5, it is characterized in that described active aluminum trioxide catalyst is the spherical aluminium sesquioxide of diameter 3-10mm.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510111561 CN1775754A (en) | 2005-12-15 | 2005-12-15 | Indole preparing method |
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| CN 200510111561 CN1775754A (en) | 2005-12-15 | 2005-12-15 | Indole preparing method |
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| CN 200510111561 Pending CN1775754A (en) | 2005-12-15 | 2005-12-15 | Indole preparing method |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015013957A1 (en) * | 2013-08-01 | 2015-02-05 | 中国科学技术大学 | Method for preparing nitrogen-containing aromatic compound through catalytic pyrolysis from organic materials |
| CN112724067A (en) * | 2021-01-13 | 2021-04-30 | 江苏普洛德化学科技有限公司 | Preparation process of indigo and obtained intermediate indoline |
-
2005
- 2005-12-15 CN CN 200510111561 patent/CN1775754A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015013957A1 (en) * | 2013-08-01 | 2015-02-05 | 中国科学技术大学 | Method for preparing nitrogen-containing aromatic compound through catalytic pyrolysis from organic materials |
| CN104520271A (en) * | 2013-08-01 | 2015-04-15 | 中国科学技术大学 | Method for preparing nitrogen-containing aromatic compound through catalytic pyrolysis from organic material |
| CN104520271B (en) * | 2013-08-01 | 2017-03-22 | 中国科学技术大学 | Method for preparing nitrogen-containing aromatic compound through catalytic pyrolysis from organic material |
| US9975859B2 (en) | 2013-08-01 | 2018-05-22 | University Of Science And Technology Of China | Method for preparing nitrogen-containing aromatic compound by catalytic pyrolysis of organic material |
| CN112724067A (en) * | 2021-01-13 | 2021-04-30 | 江苏普洛德化学科技有限公司 | Preparation process of indigo and obtained intermediate indoline |
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