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Application of ionic liquid and catalytic oxime removal method thereof

A technology of ionic liquid and catalyst, which is applied in the application of ionic liquid and the field of ionic liquid catalytic deoxime, can solve the problems of difficult product separation, reduced yield of aldehydes and ketones, environmental pollution, etc., and achieves easy separation of products, simple preparation method, The effect of low melting point

Inactive Publication Date: 2010-09-22
HARBIN NORMAL UNIVERSITY
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  • Summary
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  • Claims
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Problems solved by technology

[0003] The present invention aims to solve the problems that the acid-catalyzed hydrolysis deoxime method pollutes the environment, product separation is difficult, and the oxidation / reduction deoxime method is prone to over-reaction, which reduces the yield of aldehydes and ketones, and provides the application of ionic liquids and Ionic liquid catalyzed deoximation method

Method used

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  • Application of ionic liquid and catalytic oxime removal method thereof
  • Application of ionic liquid and catalytic oxime removal method thereof
  • Application of ionic liquid and catalytic oxime removal method thereof

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specific Embodiment approach 1

[0009] Specific Embodiment 1: The application of the ionic liquid in this embodiment is the application of the ionic liquid as a catalyst for the deoxime reaction; the ionic liquid is made of the parent ionic liquid and metal chloride in a molar ratio of 1:1-4 into; wherein the parent ionic liquid is [Rmim]Br, [Rmim]Cl or Et 3 NHCl, R is an alkane group, an aromatic hydrocarbon group or an alkane carboxyl group, mim is methylimidazole, Et is ethyl, metal chloride is FeCl 3 or CuCl 2 .

[0010] The ionic liquid of this embodiment is not only a catalyst for the deoxime reaction, but also a solvent for the system. The catalytic reaction conditions are mild, the reaction temperature is 40°C-100°C, and the reaction time is 0.1h-4h. The reaction time is short. The ionic liquid of this embodiment The liquid is used as a catalyst for the deoxime reaction to make the oxime react into corresponding aldehydes or ketones without by-products, so that the yield of aldehydes or ketones is ...

specific Embodiment approach 2

[0011] Embodiment 2: This embodiment differs from Embodiment 1 in that the ionic liquid is made from the parent ionic liquid and metal chloride in a molar ratio of 1:1.5-3.5. Others are the same as in the first embodiment.

specific Embodiment approach 3

[0012] Specific embodiment 3: The difference between this embodiment and specific embodiments 1 or 2 is that the ionic liquid is made from the parent ionic liquid and metal chloride in a molar ratio of 1:2. Others are the same as in the first or second embodiment.

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Abstract

The invention discloses an application of ionic liquid and a catalytic oxime removal method thereof, solving the problems of environment pollution and difficult product separation in an existing acid catalysis hydrolyzing and oxime removing method, and easily generated overreaction and lowered aldehyde ketone yield in an oxidation / reduction oxime removal method. The method comprises the followingsteps: 1) adding raw material oxime and ionic liquid serving as a deoximation catalyst in a reactor, stirring and refluxing at the temperature of 40-100 DEG C; and 2) adding extractant to recover theionic liquid serving as a deoximation catalyst, performing reduced pressure distillation on liquid at the extractant layer, removing the extractant to obtain the product after oxime removal. In the invention, the ionic liquid serves as a reaction catalyst as well as a solvent, has no volatility, and can be used repeatedly, needs no acidic reagent, and is an environment-friendly organic reaction solvent; the product is easily separated without byproducts, and the yield of aldehyde or ketone is 53.5-100%; and the ionic liquid can be used for protecting carbonyl groups or preparing aldehyde ketone compounds.

Description

technical field [0001] The invention relates to the application of ionic liquid and its catalytic deoximation method. Background technique [0002] Deoxime reaction is often used to protect carbonyl groups in organic synthesis, and now it has also become a new way to prepare aldehydes and ketones. There are many methods for deoxime reaction, among which acid-catalyzed hydrolysis is usually carried out in sulfuric acid, boric acid and other systems, using a large amount of strong acid, which pollutes the environment and makes product separation difficult; the other two main methods are oxidation And reduction method, oxidation method uses strong oxidant, such as periodic acid, potassium permanganate, this method not only converts oxime into aldehyde or ketone in the reaction, but also prone to over-oxidation, aldehyde or ketone continues to be oxidized to acid Or ester; the reduction method uses noble metals, such as Raney nickel, in the reaction, not only the oxime is conve...

Claims

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Application Information

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IPC IPC(8): C07B41/06C07C45/51C07C49/403C07C47/06C07C49/04C07C47/565C07C49/786C07C47/55C07C201/12C07C205/44B01J31/30
CPCY02P20/582
Inventor 路嫔张晓霞蔡清海
Owner HARBIN NORMAL UNIVERSITY
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