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Synthesis process of 2,6-diacetyl pyridine

A technique for the synthesis of diacetylpyridine, which is applied in 2 fields, can solve the problems of harsh process conditions, cumbersome operation, and long time consumption, and achieve the effects of easy post-processing, few synthesis steps, and short time consumption

Inactive Publication Date: 2013-04-17
欧阳靖云
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  • Application Information

AI Technical Summary

Problems solved by technology

[0004] One is under the action of sodium ethoxide, 2,6-pyridine dicarboxylate and ethyl acetate undergo Claisen condensation and hydrolysis to obtain after decarboxylation. Although the method has a high yield, the raw materials ethyl acetate, solvent and alkali reagent ethanol Sodium must be pre-treated, the operation is cumbersome and time-consuming
[0005] The second is that under the catalysis of cuprous iodide, 2,6-pyridinedicarboxylic acid reacts with excess methyllithium to obtain the product. This method has harsh process conditions and requires the use of relatively expensive methyllithium reagents

Method used

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  • Synthesis process of 2,6-diacetyl pyridine
  • Synthesis process of 2,6-diacetyl pyridine
  • Synthesis process of 2,6-diacetyl pyridine

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Embodiment Construction

[0018] Processing step of the present invention is:

[0019] 1. Synthesis of ethyl 2,6-pyridinedicarboxylate

[0020] The reaction equation is:

[0021]

[0022] 2. Synthesis of 2,6-diacetylpyridine

[0023] The reaction equation is:

[0024]

[0025] In the second step reaction, the present invention selects metallic sodium as the base, and excess sodium can remove trace amounts of water and ethanol in the system, which greatly simplifies the operation steps and facilitates the reaction.

[0026] The present invention selects the addition amount of metal sodium as an influencing factor of the reaction yield, as shown in Table 1.

[0027] Table 1 Sodium and 2, the influence of the mass ratio of 6-pyridinedicarboxylate on the reaction yield

[0028] n:n

1∶1

2∶1

3∶1

4∶1

5∶1

6∶1

Yield / %

15.3

35.5

51.7

66.6

76.7

73.5

[0029] In the table, n:n is the ratio of the amount of so...

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Abstract

A synthesis process of 2,6-diacetyl pyridine relates to a synthesis process of organic intermediates, especially to the synthesis process of the 2,6-diacetyl pyridine. The invention provides the synthesis process of the 2,6-diacetyl pyridine and the synthesis process is low in time-consuming, simple to operate and high in yield. The invention adopts the following technical scheme that process steps comprise synthesis of 2,6-pyridine diformylic ethyl ester, and synthesis of the 2,6-diacetyl pyridine.

Description

Technical field: [0001] The present invention relates to a kind of synthetic technique of organic intermediate, more specifically, relate to the synthetic technique of 2,6-diacetylpyridine. Background technique: [0002] 2,6-Diacetylpyridine (DAP for short) is a very important organic intermediate, which forms a Schiffer base macrocyclic ligand with amine compounds, and is widely used in medicine, asymmetric catalytic reactions, etc. DAP is also an essential raw material for pyridine bis-imine iron-based complexes, the third generation of high-activity late-transition metal olefin polymerization catalysts after Ziegler-Natta catalysts and metallocene catalysts, and its usage is increasing day by day. [0003] At this stage, there are mainly two synthesis methods of DAP: [0004] One is under the action of sodium ethoxide, 2,6-pyridine dicarboxylate and ethyl acetate undergo Claisen condensation and hydrolysis to obtain after decarboxylation. Although the method has a high y...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D213/50
Inventor 欧阳靖云
Owner 欧阳靖云
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