Synthesis method of 2,2,6,6-tetramethyl-3,5-heptadione

A synthetic method and technology of heptanedione, which is applied in the field of synthesis of 2,2,6,6-tetramethyl-3,5-heptanedione, can solve the problem of difficulty in obtaining high-purity products, large pollution, and post-treatment Trouble and other problems, to achieve the effect of meeting the requirements of green chemical technology, simple reaction and post-processing, and good economic benefits

Inactive Publication Date: 2017-02-15
安徽省鸿鑫生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are few reports on the synthesis of 2,2,6,6-tetramethyl-3,5-heptanedione. Adams et al. used sodium amide as a strong base to synthesize through ketone ester condensation reaction, and the yield was only 20%. ; Kopecky etc. prepare TMHD with lithium amide as a strong base, but there are post-processing operations troublesome, the solvent used is expensive and the consumption is large, etc.
[0003] Therefore, when the prior art method prepares this product, the yield is low, it is difficult to obtain a high-purity product, and the aftertreatment is troublesome and the pollution is large

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Embodiment 1: a kind of synthetic method of 2,2,6,6-tetramethyl-3,5-heptanedione, comprising the following steps:

[0022] Step a: Feeding: Mix methyl pivalate, alkali and solvent, and stir evenly for 0.5-3 hours to obtain a mixed solution;

[0023] Step b: Reaction: continuously stir the mixed solution in step a under the heating condition of 20-60°C, slowly add pinatone dropwise therein, and react under normal pressure for 8-48 hours to obtain a reaction solution containing the product;

[0024] Step c: purification: add water to the reaction solution in step b, stir evenly, and then purify. The step c purification operation comprises:

[0025] Step c1: rough purification: add water to the reaction solution in step b, stir evenly, and distill under reduced pressure to obtain a solid or viscous solid-liquid mixture;

[0026] Step c2: Purification: Dissolve the solid or viscous solid-liquid mixture obtained in step c1 with an organic solvent, add water to it and stir,...

Embodiment 2

[0028] Embodiment 2: a kind of synthetic method of 2,2,6,6-tetramethyl-3,5-heptanedione, comprising the following steps:

[0029] Step a: Feeding: Mix methyl pivalate, alkali, and solvent, and stir evenly for 0.5-3 hours to obtain a mixed solution; the molar ratio of methyl pivalate and alkali is: (0.8-1.2): (1.5-3) The solvent used is one of DMF, DMSO, formamide, and acetonitrile; the alkali used is one of potassium tert-butoxide, sodium tert-butoxide, sodium ethylate, and cesium carbonate;

[0030] Step b: Reaction: keep stirring the mixed solution in step a under the heating condition of 20-60°C, slowly add pinatone therein dropwise, and react at normal pressure for 8-48 hours to obtain a reaction solution containing the product; pivalic acid The molar ratio of methyl ester to pinatonone is (1-1.5): 1;

[0031] Step c: purification: add water to the reaction solution in step b, stir evenly, and then purify. The step c purification operation comprises:

[0032] Step c1: r...

Embodiment 3

[0035] Embodiment 3: The difference between this embodiment and Embodiment 2 is that in this embodiment, in the step b, the mixed solution is continuously stirred and reacted under the heating condition of 52-55°C.

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PUM

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Abstract

The invention discloses a synthesis method of 2,2,6,6-tetramethyl-3,5-heptadione. The synthesis method comprises the following steps: a, material feeding: mixing methyl trimethylacetate, alkali and a solvent, and uniformly stirring for 0.5 to 3 hours to obtain a mixed solution; b, reaction: continuously stirring the mixed solution in the step a under a heating condition at the temperature of 20 to 60 DEG C, slowly dripping tert-butyl methyl ketone into the mixed solution, and generating reaction at normal pressure for 8 to 48 hours to obtain reaction liquid containing a product; c, purification: adding water into the reaction liquid in the step b, uniformly stirring, and performing purification. Due to the mode, the synthesis method disclosed by the invention is easy to operate, low in cost and favorable for realizing industrialization, and can meet the technological requirement on green chemistry.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a synthesis method of 2,2,6,6-tetramethyl-3,5-heptanedione. Background technique [0002] Two carbonyl groups in 2,2,6,6-tetramethyl-3,5-heptanedione (2,2,6,6-Tetram-ethylheptance-3,5-dione, TMHD) are coordinated as bidentate It is easy to form stable complexes with many metal ions, which provides an ideal ligand for chemical analysis. The complexes formed by TMHD and metals have high-efficiency catalytic properties and have a unique promotion effect on many organic chemical reactions, such as making some Ullmann reactions that are difficult or impossible to occur under normal conditions go well, so 2,2,6 , The synthesis of 6-tetramethyl-3,5-heptanedione has attracted people's attention. Usually, most β-diketones are synthesized by the acylation reaction of methyl ketones and esters under the action of a strong base. Due to the large steric hindrance of TMHD, it is very diffic...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C45/68C07C49/12
CPCC07C45/68C07C49/12
Inventor 张阳
Owner 安徽省鸿鑫生物科技有限公司
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