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Preparation technique of p-hydroxy-cinnamic acid

A technology for p-hydroxycinnamic acid and preparation technology, which is applied in the preparation of organic compounds, preparation of oxygenated compounds, chemical instruments and methods, etc., can solve the problems of difficult natural extraction methods, increased raw material costs, complex industrial production, etc. Ease of procurement, reduced energy consumption, and short response times

Inactive Publication Date: 2012-02-15
SHANDONG HOLLY PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004]① The natural extraction method is difficult, costly and extremely low in yield;
[0005]② In the previous synthesis process, p-hydroxybenzaldehyde and malonic acid were used as raw materials, and p-hydroxycinnamic acid was synthesized according to the Knoevenagel-doebner reaction, but the yield was low. The yield is only 50%;
[0006] ③ react with p-hydroxybenzaldehyde and malonic acid, pyridine, piperidine under microwave conditions, although the yield has improved, the cost of raw materials has increased accordingly, It is more complicated to realize industrial production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Example 1: Add 700ml of ethyl acetate in a 2000ml four-necked flask,

[0030] Hydroxybenzaldehyde 97.6g starts to stir, and cools down. When the temperature drops to 10-30°C, start to add 150g of sodium methoxide, and control the temperature to 20-50°C. After the addition, stir and keep warm at 20-50°C for 8 hours. After the reaction is finished, add 200-500ml of water, stir for 15 minutes, start distillation, and start to distillate at about 65°C until the distillation reaches 99°C. After the distillation, cool down to below 50°C, slowly add 600ml of 20% liquid caustic soda, then heat up to reflux, and keep the temperature for 2 hours. After the heat preservation is over, cool down to 60°C, start to slowly add 30% hydrochloric acid dropwise, adjust the pH to 1, cool down to below 40°C, filter, wash the filter cake with water, and drain it. After drying, the finished product can be 110-125g, the content is more than 99%, the appearance is off-white to white powder cr...

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PUM

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Abstract

The invention discloses a preparation technique of p-hydroxy-cinnamic acid, which comprises the following steps: carrying out reaction on p-hydroxy-benzaldehyde, which serves as the main raw material, under the catalytic action of sodium methoxide by using ethyl acetate as a solvent, thereby implementing experimentation and production by a one-step process; and after the reaction finishes, recycling the ethyl acetate, and carrying out alkali dissolution and acid precipitation to obtain the finished product, wherein the product purity is higher than 99%, and the mol yield is higher than 90%.

Description

technical field [0001] The invention specifically relates to a preparation process of p-hydroxycinnamic acid. Background technique [0002] P-Hydroxycinnamic acid (P-Hydroxycinnamic acid), also known as p-coumaric acid. Widely present in plants in nature, especially in leguminous plants. p-Hydroxycinnamic acid is widely used in chemical fields such as medicine, food, daily necessities, and feed. In terms of medicine, a large number of studies have shown that p-hydroxycinnamic acid has strong biological activities, such as anti-oxidation, anti-tumor, anti-chemotherapy and whitening effects, and it is also an active ingredient that benefits eyes. Oxyacids are similar, and have the advantages of moderate and long-lasting effects. They can also be used as intermediates in the production of coronary heart disease treatment drug Kexinding, as well as in the manufacture of local anesthetics, bactericides and hemostatic drugs. P-hydroxycinnamic acid is a very important flavor an...

Claims

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Application Information

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IPC IPC(8): C07C59/52C07C27/02
Inventor 李兰花裘月南吴华强王建荣
Owner SHANDONG HOLLY PHARM CO LTD
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