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Method for preparation of alpha-hydroxy ketone from ethynylation reaction byproduct

A by-product, ethynylation technology, applied in the preparation of carbon-based compounds, organic compounds, chemical instruments and methods, etc., can solve the problems of catalyst life and catalytic selectivity, complex residual liquid components, and difficult product purification. Achieve the effects of stable product composition, high selectivity, mild and convenient conditions

Active Publication Date: 2019-11-29
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] At present, the difficulty of using the by-products of ethynylation reaction as the reaction raw material is that the raw material exists in the tower still after rectification or distillation.
In addition, the product has a large molecular weight and is difficult to purify, requiring high conversion and high selectivity

Method used

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  • Method for preparation of alpha-hydroxy ketone from ethynylation reaction byproduct
  • Method for preparation of alpha-hydroxy ketone from ethynylation reaction byproduct
  • Method for preparation of alpha-hydroxy ketone from ethynylation reaction byproduct

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Embodiment 1 raw material pretreatment 1

[0061] Get 6-methyl-5-hepten-2-ketone ynylation back tower still liquid 1000g and carry out vacuum distillation treatment, tower still liquid is composed of: w (dehydrolinalool)=22.8%, w (6-methanol) Base-5-hepten-2-one acetylenic diol) = 57.9%, the others are mainly polymer impurities. The decompression distillation vacuum degree is 200Pa (absolute pressure), 180 ℃ of tower still temperature, and tower top obtains the dehydrolinalool 226g that purity is 98.4% altogether. The vacuum degree is adjusted to 100Pa, the temperature of the tower kettle is 260° C., and the purity of the tower top is 575 g of 6-methyl-5-heptene-2-one acetylenic diol with a purity of 98.2%, wherein the content of dehydrolinalool is 0.94%. , The polymer impurity content is lower than 1ppm (not detected). The material obtained at the top of the tower is a by-product after pretreatment.

Embodiment 2

[0062] Embodiment 2 raw material pretreatment 2

[0063] Get 1000g of the tower still liquid after geranyl acetone is acetylated and carry out vacuum distillation treatment, the tower still liquid is composed of: w (Nerolidol)=15.6%, w (geranyl acetonyne diol)=68.7% , the others are mainly polymer impurities. The decompression distillation vacuum degree is 200Pa (absolute pressure), 210 ℃ of tower still temperature, and tower top obtains the dehydrolinalool 157g that purity is 98.3% altogether. The vacuum degree was adjusted to 100 Pa, the temperature of the tower bottom was 280° C., and a total of 575 g of geranylacetonylenediol with a purity of 98.5% was obtained at the top of the tower, wherein the content of nerolidol was 0.33%, and the content of polymer impurities was 0.01%. The material obtained at the top of the tower is a by-product after pretreatment.

Embodiment 3

[0064] Example 3 Preparation of supported metal ruthenium catalyst I

[0065] Catalyst I preparation process is as follows: take by weighing 1.0g ruthenium trichloride solid and 0.1g zinc sulfate (as zinc modifier), 0.1g aluminum nitrate (aluminum modifier) ​​are dissolved in 50g pure water, stir 60min, make fully dissolved. Add 5.0g of zirconium dioxide as a carrier and stir for 60 minutes to make it fully mixed. Add dropwise a 5% potassium borohydride aqueous solution to reduce it. With the dropwise addition of the potassium borohydride solution, the pH value of the reaction system changed. When the pH value rose from less than 2 to pH 4, the dropwise addition was stopped. The dropwise addition time was 0.5h, and the stirring reduction reaction was continued for 60min. After washing with pure water for 10 times, the supported metal ruthenium catalyst I was obtained, which was ready for use.

[0066] The mass percent content of metal ruthenium in the prepared supported met...

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Abstract

The invention provides a method for preparation of alpha-hydroxy ketone from an ethynylation reaction byproduct. The ethynylation reaction byproduct is adopted as the raw material, and loaded metal ruthenium is adopted as the catalyst for Meyer-Schueter rearrangement reaction on alkynediol substance in the raw material, thus obtaining alpha-hydroxy ketone. The product has high selectivity, the ethynylation reaction byproduct is comprehensively utilized, the product value is improved, and the method adapts to the industrial production requirements.

Description

technical field [0001] The invention relates to a method for preparing α-hydroxy ketones by using the by-products of ethynylation reaction, in particular to a method for preparing α-hydroxy ketones by using acetylenic glycols, which are the by-products of acetylenic alcohols prepared by the ethynylation reaction, as raw materials. Background technique [0002] Ethynylation reaction to prepare acetylenic alcohol is one of the methods to obtain organic intermediates and chemical products in fine chemical production. It is used to produce VE, DV chrysanthemic acid (pyrethrin intermediate), vitamin A, vitamin K1, carotenoid intermediates, synthetic Products such as rubber monomers and fragrances are involved in acetylation reactions. [0003] The selectivity of the ethynylation reaction is high, and the main side reaction is the dimerization product formed by the secondary ykynylation of the raw material. Camphor. Usually, the mass content of the dimerization product in the cr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/51C07C49/24B01J23/60B01J37/16B01J23/89
CPCC07C45/512B01J23/60B01J37/16B01J23/8913B01J23/8926C07C49/24
Inventor 鲍元野张永振黎源
Owner WANHUA CHEM GRP CO LTD
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