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Synthesis method of trifluoropyruvate compounds

A technology of trifluoropyruvate and trifluoropropionate, which is applied in the field of synthesis of trifluoropyruvate compounds, can solve the problems of complex preparation process, complex process and long reaction time of solid acid catalysts, and achieve catalyst Reusable, simple process route, and short reaction time

Active Publication Date: 2017-08-18
TIANJIN CHANGLU CHEM NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This route has the problem of waste acid polluting the environment, many by-products, difficult separation, process stability and product quality are difficult to guarantee in industrial production; another kind of route is strong Lewis acid catalyzed synthesis route, in this process route, Strong Lewis acids such as antimony pentafluoride, etc., can not only catalyze the reaction raw material 2-fluoro-2-alkoxy-trifluoropropionate in liquid phase, but also support antimony pentafluoride on other substrates such as graphite, etc. , the reaction raw material 2-fluoro-2-alkoxy-trifluoropropionate is catalyzed in the gas phase, and trifluoropyruvate can be obtained
However, this type of catalyst is expensive, and a large amount of hydrogen fluoride will be produced during the reaction process, which requires high equipment. The antimony pentafluoride after failure is not easy to handle, and the reaction conditions are not easy to control, which may cause excessive reaction and further react with trifluoropyruvate to form Trifluoropropionate; Another route is a solid acid gas-phase catalytic synthesis route, that is, 2-fluoro-2-alkoxy-trifluoropropionate and a class of solid acid (aluminum oxide, titanium oxide and zirconium oxide, etc. Loaded nickel sulfate and iron sulfate) are the main raw materials, and react under heating conditions to obtain trifluoropyruvate
The reaction time of this route is long, the yield is low, and the preparation process of solid acid catalyst is complex
Based on the above statement, it can be seen that the existing synthetic methods of trifluoropyruvate compounds have complicated process, long reaction time, many by-products, large amount of three wastes, expensive catalysts, and are not suitable for large-scale production.

Method used

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  • Synthesis method of trifluoropyruvate compounds

Examples

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Effect test

Embodiment 1

[0021] A kind of synthetic method of trifluoropyruvate compounds proposed by the present invention comprises the following steps:

[0022] S1. Preparation of new solid acid catalyst: Fill 100ml of alumina particles with a particle size of 50 μm in a vertical tubular reactor equipped with a split tubular reactor, and conduct the alumina particles at 200°C under a nitrogen atmosphere. Fully dry, the drying time is 12h, and then at 200°C, pass through R22 to activate the alumina particles, the activation time is 12h;

[0023] S2-1. Gas-phase catalytic reaction: gasify 2-fluoro-2-methoxy-trifluoropropionic acid methyl ester and pass it into a tubular reactor with the new solid acid catalyst synthesized in step S1 at 140°C, React under the condition of feeding nitrogen, control the residence time of 2-fluoro-2-methoxyl-trifluoropropionic acid methyl ester in the tubular reactor to be 10s, pass the reacted gas into the tank placed in the ice-water bath Receive the sample in the bot...

Embodiment 2

[0028] A kind of synthetic method of trifluoropyruvate compounds proposed by the present invention comprises the following steps:

[0029] S1. Preparation of a new solid acid catalyst: Fill 100ml of alumina particles with a particle size of 5000 μm into a vertical tubular reactor equipped with a split tubular reactor. Fully dry, the drying time is 12h, and then at 300°C, pass through R12 to activate the alumina particles, the activation time is 12h;

[0030] S2-4. Gas-phase catalytic reaction: gasify ethyl 2-fluoro-2-ethoxy-trifluoropropionate and pass it into a tubular reactor with the new solid acid catalyst synthesized in step S1 at 150°C, React under the condition of feeding nitrogen, control the residence time of 2-fluoro-2-ethoxyl-trifluoropropionic acid ethyl ester in the tubular reactor to be 20s, pass the gas after the reaction into the tank placed in the ice-water bath Receive the sample in the bottle, weigh and analyze the sample to obtain the crude product of ethy...

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Abstract

The invention discloses a synthesis method of trifluoropyruvate compounds. The method comprises the following steps: carrying out exchange reaction on an activator and a metal oxide under heating conditions to form a novel solid acid catalyst; and carrying out gas-phase catalytic reaction on the raw material 2-fluoro-2-alkoxy-trifluoropropionate under the action of the novel solid acid catalyst under high-temperature conditions to prepare the trifluoropyruvate compounds by one step. In the synthesis method of trifluoropyruvate compounds, the novel solid acid catalyst is prepared; and the novel solid acid catalyst can be effectively used for catalyzing the synthesis of trifluoropyruvates. The catalyst is used for catalyzing the synthesis of the trifluoropyruvate compound products for the first time in the invention. The method has the advantages of simple process route, short reaction time, higher reaction yield, fewer byproducts and recyclable catalyst, and thus, is suitable for expanded production and worthy of popularization.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for synthesizing trifluoropyruvate compounds. Background technique [0002] Trifluoropyruvate compounds are currently the most demanded trifluoromethylation reagents and play an important role in the synthesis of organic fluorine chemicals. This type of compound has two reaction centers, namely a carbonyl group and an ester group, making it possible to synthesize trifluoromethyl heterocyclic compounds. This kind of compound has been widely used as the most precursor raw material of a new generation of medicine and pesticide. For example, in the pharmaceutical industry, trifluoropyruvate compounds can be used to synthesize anti-inflammatory drugs, anti-cancer and anti-viral drugs. [0003] The synthetic routes of trifluoropyruvate compounds are mainly as follows: [0004] One is to use bromotrifluoromethane and oxalic acid diester as raw materials, under nor...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/313C07C69/716B01J21/04
CPCB01J21/04C07C67/313C07C69/716Y02P20/584
Inventor 闫锐相继欣郭海强肖山
Owner TIANJIN CHANGLU CHEM NEW MATERIAL CO LTD
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