Method for preparing methyl-2-butenal

A technology of prenaldehyde and prenaldehyde, applied in chemical instruments and methods, preparation of carbon-based compounds, preparation of organic compounds, etc., can solve the loss of raw materials, increase energy consumption of separation process, and reduce prenaldehyde Yield and other issues, to achieve the effect of speeding up the rate, improving the selectivity, and improving the economy

Active Publication Date: 2019-11-05
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0010] In the above-mentioned step b), tar by-products will be generated, which not only reduces the yield of prenal, causes raw material loss, but also increases the energy consumption of the subsequent separation process

Method used

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  • Method for preparing methyl-2-butenal
  • Method for preparing methyl-2-butenal
  • Method for preparing methyl-2-butenal

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] Add 0.4g of 25wt% ammonia water to the organic phase with a mass ratio of prenol and prenal of 1:1 and a total mass of 1kg, add 1g of prenol to the above mixture, and repeat the experiment of Comparative Example 1 .

[0054] Samples of the reaction mixture were taken at different time points during the reaction, and the concentration of each component of the reaction mixture was measured by chromatography (based on the total mass of the reaction mixture, excluding catalysts and auxiliary agents). The results are shown in Table 1.

Embodiment 2

[0056] Add 0.4g of 25wt% ammonia water to the organic phase with a mass ratio of prenol and prenal of 1:1 and a total mass of 1kg, add 10g of prenol to the above mixture, and repeat the experiment of Comparative Example 1 .

[0057] Samples of the reaction mixture were taken out at different time points during the reaction, and the concentration of each component of the reaction mixture was measured by chromatography (in terms of the total mass of the mixture after the reaction, excluding catalysts and auxiliary agents). The results are shown in Table 1.

Embodiment 3

[0059] Add 0.4g of 25wt% ammonia water to the organic phase with a mass ratio of prenol and prenal of 1:1 and a total mass of 1kg, add 30g of prenol to the above mixture, and repeat the experiment of Comparative Example 1 .

[0060] Samples of the reaction mixture were taken at different time points during the reaction, and the concentration of each component of the reaction mixture was measured by chromatography (based on the total mass of the reaction mixture, excluding catalysts and auxiliary agents). The results are shown in Table 1.

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Abstract

The invention discloses a method for preparing methyl-2-butenal. The method comprises the steps of oxidizing iso-isopentenyl alcohol to obtain an organic phase containing the iso-isopentenyl alcohol and isomethyl-2-butenal, optionally separating the iso-isopentenyl alcohol from the isomethyl-2-butenal in the organic phase, adding isopentenyl alcohol and / or 2-methyl-3-butene-2-ol into the organic phase containing the isomethyl-2-butenal or the separated isomethyl-2-butenal to serve as a rearrangement reaction aid, and optionally adding a trace amount of citral to serve as an inhibitor. The method can significantly improve the selectivity of the methyl-2-butenal and inhibit the occurrence of a side reaction of generating tar.

Description

technical field [0001] The invention belongs to the field of chemical industry, and relates to a method for preparing isopentenal from isopentenal, in particular to a method for preparing isopentenal through rearrangement of isopentenal. Background technique [0002] Prenal (chemical name: 3-methyl-2-buten-1-al) is an intermediate for the continuous synthesis of citral with high atom economy. In addition to being used as a spice, citral is mainly used as a key intermediate for the production of vitamin A in large quantities. [0003] According to the difference of starting materials, the preparation of prenyl aldehyde mainly contains 3 kinds of technological routes, respectively with prenol (3-methyl-2-buten-1-alcohol), prenyl alcohol (3- Methyl-3-buten-1-ol) and 2-methyl-3-butyn-2-ol as raw materials, through different oxidative rearrangement methods to synthesize target products; others such as isovaleraldehyde dehydrogenation, etc. BASF's patent DE2041976 introduces a m...

Claims

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Application Information

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IPC IPC(8): C07C45/67C07C47/21
CPCC07C45/67C07C47/21
Inventor 陈晨孙钦鹤李广琼张晨张鹏举闫维佳崔娇英
Owner WANHUA CHEM GRP CO LTD
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