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Method for preparing pesticide midbody 2,2-dichloro-3,3,3-trifluoro-propionaldehyde

A technology of trifluoropropanal and trifluoropropanol, which is applied in the field of preparing pesticide intermediate 2,2-dichloro-3,3,3-trifluoropropanal, can solve the problems of high raw material utilization rate and product selectivity, Low yield of target product, low utilization rate of raw materials, etc., to achieve the effect of inhibiting deep oxidation reaction, improving product selectivity and low production cost

Active Publication Date: 2015-06-17
JIANGSU YANGNONG CHEM GROUP +2
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

One-pot synthesis of 2,2-dichloro-3,3,3-trifluoropropionaldehyde from paraformaldehyde, low utilization rate of raw materials, long reaction cycle, low yield of target product, etc.
However, in the patent of the present invention, the route of synthesizing 2,2-dichloro-3,3,3-trifluoropropanal by using formaldehyde (gas) as a raw material with an organometallic compound can effectively solve the above problems, and has not yet been reported in detail , this route has the advantages of low production cost, high raw material utilization and product selectivity

Method used

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  • Method for preparing pesticide midbody 2,2-dichloro-3,3,3-trifluoro-propionaldehyde
  • Method for preparing pesticide midbody 2,2-dichloro-3,3,3-trifluoro-propionaldehyde

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] 500mL four-neck flask, add 18.7g 1,1,1-trifluorotrichloroethane, 72.1g tetrahydrofuran, stir slowly, N 2 Purge, heat up to 30°C, then add 7.2g of zinc powder several times in small amounts, and keep warm for 3 hours to get 97.2g of CF 3 CCl 2 ZnCl(THF) 2 Solution (referred to as zinc reagent, the same below). The yield of zinc reagent determined by chemical titration was 85%.

Embodiment 2

[0031] Using the zinc reagent obtained in Example 1 as a raw material, use paraformaldehyde thermal depolymerization to generate formaldehyde gas, pass it into the zinc reagent, stop the ventilation when the system is slightly turbid, increase the weight by 2.8g, keep it at 25°C for 1 hour, add 37.2 g10% HCl was hydrolyzed (system pH=5-6), and then distilled at atmospheric pressure, 75g of recovered THF and 17.8g of 2,2-dichloro-3,3,3-trifluoropropanol were collected respectively.

[0032] The gas spectrum analysis product content is 75.0%, the water content is 24.8%, the appearance is colorless and transparent, the yield of trifluorodichloropropanol is 86%, and the utilization rate of formaldehyde gas is 90%.

Embodiment 3-5

[0034] On the basis of Example 2, paraformaldehyde, paraformaldehyde and formaldehyde THF liquid were used instead of formaldehyde gas (all based on the number of moles of formaldehyde monomer), and other conditions remained unchanged. The obtained results are shown in Table 1.

[0035] Table 1 The effect of different formaldehyde suppliers on CF 3 CCl 2 CH 2 The effect of OH

[0036]

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Abstract

The invention belongs to the technical field of organic chemical industry, and relates to a preparation method of 2,2-dichloro-3,3,3-trifluoropropionaldehyde, an important intermediate of halogen-containing pyridine organic compounds, and more specifically, relates to a method with 1 , 1,1-trifluorotrichloroethane and formaldehyde are used as starting materials to synthesize 2,2-dichloro-3,3,3-trifluoropropanol, and then oxidized to prepare high-purity 2,2-dichloro-3, In the method of 3,3-trifluoropropanal, the total yield is stable above 60%. The characteristics of the present invention avoid the cumbersome operations of preparing halogen-containing pyridines that require multiple chlorination or fluorination in the traditional process, and have the advantages of low production cost, low equipment investment and safe and environment-friendly production environment.

Description

technical field [0001] The invention belongs to the technical field of organic chemical industry, and relates to a preparation method of an important intermediate 2,2-dichloro-3,3,3-trifluoropropanal, which is an important intermediate of halogen-containing pyridine organic compounds, and more specifically relates to a method with 1 , 1,1-trifluorotrichloroethane and formaldehyde are used as starting materials to synthesize 2,2-dichloro-3,3,3-trifluoropropanol, and then oxidized to prepare high-purity 2,2-dichloro-3, In the method of 3,3-trifluoropropanal, the total yield is stable above 60%. The feature of the invention avoids the cumbersome operations of preparing halogen-containing pyridines by repeated chlorination or fluorination in the traditional process, and has the advantages of low production cost, low equipment investment and safe and environment-friendly production environment. Background technique [0002] 2,3-dichloro-5-trifluoromethylpyridine and other haloge...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C47/14C07C45/29C07C45/30
Inventor 王根林程晓曦丁克鸿肖峰刘补娥任海兵王刚
Owner JIANGSU YANGNONG CHEM GROUP
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