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Method for preparing ethyl cinnamate derivative

A technology of ethyl cinnamate and monoethyl malonate, which is applied in the field of preparation of ethyl cinnamate derivatives, can solve the problem of no low-cost green synthesis process of ethyl cinnamate derivatives, and achieve high product yield , wide application range, mild reaction conditions

Inactive Publication Date: 2010-12-29
曾庆友 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] So far, there is no low-cost green synthesis process of ethyl cinnamate derivatives

Method used

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  • Method for preparing ethyl cinnamate derivative
  • Method for preparing ethyl cinnamate derivative
  • Method for preparing ethyl cinnamate derivative

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Preparation of ethyl p-methoxycinnamate

[0021] 1. Preparation of monoethyl malonate potassium salt: add 210mL diethyl malonate and 600mL absolute ethanol to a 2L three-necked flask; dissolve 86g potassium hydroxide in 800mL absolute ethanol, and add dropwise to the aforementioned Solution, drop within 1h; continue to stir for 2h, and then stand overnight.

[0022] 2. Preparation of monoethyl malonate: Add 73 mL of glacial acetic acid into the solution obtained in step (1), and stir for about 1 h at room temperature.

[0023] 3. Preparation of crude ethyl p-methoxycinnamate: add 100mL anisaldehyde and 12.5g glycine to the solution obtained in step (2), heat up to reflux (about 90°C-100°C) for 6 hours; recover most of the solvent After ethanol, 500 mL of distilled water was added and stirred properly, and then stood overnight at room temperature; filtered, and the filter cake was washed 3 times with distilled water to obtain 171 g of crude product.

[0024] 4. Refinin...

Embodiment 2

[0026] Preparation of Ethyl Ferulate

[0027] 1. Preparation of monoethyl malonate potassium salt: add 216mL diethyl malonate and 700mL absolute ethanol to a 2L three-necked flask; dissolve 90g potassium hydroxide in 800mL absolute ethanol, and add dropwise to the aforementioned Solution, drop within 1h; continue to stir for 2h, and then stand overnight.

[0028] 2. Preparation of monoethyl malonate: Add 75 mL of glacial acetic acid into the solution obtained in step (1), and stir for about 1 h at room temperature.

[0029] 3. Preparation of ethyl ferulate crude product: add 122g vanillin and 12g glycine to the solution obtained in step (2), heat up to reflux reaction for 8h; after recovering most of the solvent ethanol, add 600mL distilled water and stir properly, then Stand overnight at room temperature; filter, and wash the filter cake twice with distilled water to obtain 127 g of crude product.

[0030] 4. Refining of ethyl ferulic acid: the crude product obtained in ste...

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Abstract

The invention relates to the field of chemical synthesis, particularly relating to a preparation method for the ethyl cinnamate derivatives. The preparation method of the invention is that the malonate diethylester reacts with the potassium hydroxide in the solution to produce the potassium salt of the malonate single-diethyl ester.The ice acetic acid is added to produce the malonate single-diethyl ester; the malonate single-diethyl ester then does the condensation reaction with the cinnamate with the catalysis of the amino acid. The preparation method of the invention is cheap and easy in the obtainment of the raw materials, simple in the operation, and low in the cost.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a method for preparing a class of ethyl cinnamate derivatives. Background technique [0002] Since the end of the last century, with the deepening of people's understanding of environmental safety, the impact of chemical production on the environment has received widespread attention, and the voice of greening chemical production processes has become louder and louder. Therefore, it is an inevitable choice to develop a green chemical production process with simple and easy-to-obtain raw materials, simple operation, low cost, little pollution or even no pollution. [0003] Many cinnamates are very useful products. For the synthesis of cinnamic acid esters, there are currently two industrial production processes: the Perkin process and the Knoevenagel process. Both of these processes are two-step processes: in the first step, (substituted) benzaldehyde reacts with acetic anhydri...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C67/333C07C69/734
Inventor 曾庆友许瑞安
Owner 曾庆友
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