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Method for catalytic dehydration of 4-hydroxy-3-hexanone

A technology for catalytic dehydration and hexanone, applied in chemical instruments and methods, preparation of carbon-based compounds, preparation of organic compounds, etc., can solve the problems of poor catalyst activity, high reaction temperature, low space velocity, etc., to avoid loss, combine Strong, long-lasting effect

Active Publication Date: 2014-10-15
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The technical problem to be solved by the present invention is the problem of high reaction temperature, low space velocity and poor catalyst activity in the prior art, and a new method for catalytic dehydration of 4-hydroxyl-3-hexanone is provided

Method used

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  • Method for catalytic dehydration of 4-hydroxy-3-hexanone
  • Method for catalytic dehydration of 4-hydroxy-3-hexanone
  • Method for catalytic dehydration of 4-hydroxy-3-hexanone

Examples

Experimental program
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Effect test

Embodiment 1

[0021] In the presence of benzene organic solvent, the silicon-based carrier SiO 2 with silylating reagent ClC 3 h 6 Si(OCH 3 ) 3 React at 80°C for 8 hours, filter, wash, and dry to obtain a silanized silicon-based carrier. Wherein, the weight ratio of the silylating agent to the silicon-based carrier is 2.5, and the weight ratio of the organic solvent to the silicon-based carrier is 3. In the presence of benzene organic solvent, the silanized silicon-based support and N-R 2 The imidazole was reacted at 90°C for 5 hours, filtered, washed and dried to obtain the precursor I. N-R 2 The weight ratio of imidazole to silanized silicon-based support is 3 times. Precursor I was reacted with the same amount of sulfuric acid at 50°C for 5 hours, filtered, washed, and dried to obtain catalyst A, whose structural formula is as follows.

[0022]

[0023] According to the above-mentioned method, synthesize catalyst B~D respectively, its structural formula is as follows:

[0024...

Embodiment 2

[0026] The performance evaluation of the catalyst was carried out on a fixed-bed reaction device under normal pressure. A stainless steel reactor with an inner diameter of 10 mm was used, and the loading amount of the catalyst was 10 ml, and the reaction was carried out under normal pressure. The reaction product was analyzed by HP 6890 gas chromatography, hydrogen flame detector, and HP-6 capillary column (60m×0.25mm×0.25μm). The experimental conditions and reaction results are shown in Table 1.

[0027] Table 1

[0028]

[0029] *: Contains isomers

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Abstract

The invention relates to a catalytic dehydration method of 4-hydroxyl-3-hexanone, mainly solving the problems of low catalyst activity, high reaction temperature, and low space velocity in the prior art. The method disclosed herein is characterized by using 4-hydroxyl-3-hexanone as a raw material, contacting the raw material with a catalyst to generate 4-hexene-3-ketone under the reaction conditions comprising a reaction temperature being 150-400 DEG C and a space velocity relative to the liquid mass of 4-hexene-3-ketone being 0.5-15h<-1>, wherein the catalyst is represented by the following structural formula. The method disclosed herein well solves the problems and can be applied in the industrial production of preparing 4-hexene-3-ketone from 4-hydroxyl-3-hexanone.

Description

technical field [0001] The invention relates to a method for catalytic dehydration of 4-hydroxyl-3-hexanone. Background technique [0002] 4-Hexen-3-one (CAS: 2497-21-4) is a unique spice (China GB 2760-2007), which is mainly used to prepare food flavors such as Laomu, butter, and horseradish, and has a wide range of uses. [0003] The dehydration reaction of hydroxyl compounds is a reaction in which the hydroxyl and hydrogen atoms on two adjacent atoms in the reactant molecule are removed in the form of water in the presence of a catalyst. Since the oxygen atom of the hydroxyl group contains a lone pair of electrons, it can interact with the proton (H + ) to form oxonium ions, which become strong electron-withdrawing groups due to the positive charges on the oxygen atoms, making the C-O bond easy to dissociate. The whole dehydration reaction includes: generating protonated oxonium salt (R-OH 2 + ), the oxonium salt slowly dissociates into a carbanion, and a hydrogen ion...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C49/203C07C45/66
Inventor 李亚男金照生黄祖娟
Owner CHINA PETROLEUM & CHEM CORP
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