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Method for preparing ethyl p-methoxy cinnamate

A technology of ethyl cinnamate and p-methoxyl group is applied in the preparation of carboxylate, chemical instruments and methods, preparation of organic compounds, etc., and can solve the problems of poor economic benefit and high price

Inactive Publication Date: 2018-01-19
ZHAOQING HI TECH ZONE GUOZHUAN TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Zeng Qingyou and others also directly synthesized ethyl p-methoxycinnamate with a one-pot method, and the yield reached 83.5%. However, this method uses more catalysts and salts, and the price is higher, and the economic benefit is slightly worse.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0012] The preparation method of the solid super base is as follows: add 100g of hydrated alumina dry glue into the flask, open the nitrogen channel and start stirring, slowly heat up to 500°C, keep it for 3h and then cool down to 400°C; add KOH 10g, KNO 3 5g, Na 2 CO 3 7g was stirred and reacted under nitrogen protection for 3h, then 10g of metal sodium was added in batches at the same temperature, and the reaction was continued for 1h and then stopped.

[0013] A kind of method for preparing ethyl p-methoxycinnamate

[0014] Measured 136g of p-methoxybenzaldehyde, 500g of toluene and 10g of solid super base were added to the flask, heated to reflux under stirring, slowly added dropwise a toluene solution (20%) containing 210g of diethyl malonate, and the addition was completed. The reaction was continued at the set temperature for 3 hours, the catalyst was filtered, the toluene was distilled off, and the residue was cooled to slowly separate out 190 g of a pale yellow sol...

Embodiment 2

[0016] The preparation method of the solid super base is as follows: add 100 g of hydrated alumina dry glue into the flask, open the nitrogen passage and start stirring, slowly heat up to 600 ° C, keep it for 3 hours and then cool down to 500 ° C; add KOH 10g, KNO 3 8g, Na 2 CO 3 5g was stirred and reacted under nitrogen protection for 3h, then 13g of metallic sodium was added in batches at the same temperature, and the reaction was continued for 1h and then stopped.

[0017] A kind of method for preparing ethyl p-methoxycinnamate

[0018] Measured 136g of p-methoxybenzaldehyde, 600g of toluene and 15g of solid super base were added to the flask, heated to reflux under stirring, slowly added dropwise a toluene solution (20%) containing 230g of diethyl malonate, and the addition was completed. The reaction was continued at the set temperature for 4 hours, the catalyst was filtered, the toluene was distilled off, and the residue was cooled to slowly separate out 200 g of a pa...

Embodiment 3

[0020] The preparation method of the solid super base is as follows: add 100g of hydrated alumina dry glue into the flask, open the nitrogen passage and start stirring, slowly heat up to 550°C, keep it for 3h and then cool down to 450°C; add KOH 10g, KNO 3 4g, Na 2 CO 3 6g was stirred and reacted under nitrogen protection for 3h, then 12g of metallic sodium was added in batches at the same temperature, and the reaction was continued for 1h and then stopped.

[0021] A kind of method for preparing ethyl p-methoxycinnamate

[0022] Measured 136g of p-methoxybenzaldehyde, 400g of toluene and 18g of solid super base were added to the flask, heated to reflux under stirring, slowly added dropwise a toluene solution (20%) containing 220g of diethyl malonate, and the addition was completed. The reaction was continued at the set temperature for 5 hours, the catalyst was filtered, the toluene was distilled off, and the residue was cooled to slowly separate out 203 g of a pale yellow ...

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PUM

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Abstract

The invention provides a method for preparing ethyl p-methoxy cinnamate. The method is characterized by comprising the following steps: adding metered p-methoxybenzaldehyde, toluene and solid super-strong alkali into a flask; heating and reflowing while stirring; after raising the temperature of the materials to pre-set temperature, slowly dropwise adding a toluene solution (with the concentrationof 20 percent) of diethyl malonate; after adding the toluene solution, reacting at the pre-set temperature to pre-set time; filtering a catalyst and evaporating to remove the toluene; cooling residues and slowly separating out light yellow solids, namely the ethyl p-methoxy cinnamate.

Description

technical field [0001] The invention relates to a method for preparing ethyl p-methoxycinnamate. Background technique [0002] In the screening of anticancer Chinese herbal medicines, Tuoguan Zhuofu and others found that the alcoholic extract of Kaempferia can significantly inhibit the activity of HELA cells and ascites cancer cells in vitro, and the effect of ethyl methoxycinnamate (EMC) was the strongest. Guo Zhiwei et al reported that p-Methoxyl cinnamate (MC) also has the effect of enhancing the phagocytic activity of macrophages and activating cellular immunity. The study found that EMC has a significant inhibitory effect on the transformation of T lymphocytes induced by mitogen PHA, and the inhibitory effect on the transformation of normal peripheral blood lymphocytes increases with the increase of the dose, and has a significant dose-dependent relationship. When the dose is increased to 50g / / mL -1 , the inhibition rate can reach 96%. After administration in mice, i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/343C07C69/734B01J27/25
Inventor 罗志勤林静霞林心品
Owner ZHAOQING HI TECH ZONE GUOZHUAN TECH CO LTD