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Synthesis method of 3-ethyoxyl-4-methoxybenzaldehyde

A technology of methoxybenzaldehyde and a synthetic method, which is applied in the field of synthesis of 3-ethoxy-4-methoxybenzaldehyde, can solve problems such as not being suitable for industrialized production, harming the human body or the environment, and inconvenient operation, Achieve the effects of low production cost, small human injury and easy access to reagents

Active Publication Date: 2018-03-23
ENANTIOTECH CORP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] Yet above-mentioned method all has defective, and method one adopts DMF to be that solvent makes product no matter operation such as distillation, extraction is inconvenient, causes yield lower (80%); Method two and method three all unavoidably use dimethyl sulfate or Regulated highly toxic substances such as diethyl sulfate are extremely harmful to the human body or the environment, and are not suitable for industrial production

Method used

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  • Synthesis method of 3-ethyoxyl-4-methoxybenzaldehyde
  • Synthesis method of 3-ethyoxyl-4-methoxybenzaldehyde
  • Synthesis method of 3-ethyoxyl-4-methoxybenzaldehyde

Examples

Experimental program
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Effect test

Embodiment 1

[0035] In a 3L dry reaction flask, dissolve 157g of sodium hydroxide in 1500ml of water, add 500g of isovanillin, 120g of tetrabutylammonium fluoride and 537g of bromoethane, and stir the reaction at 25°C for 4h. After suction filtration, off-white solid powder 3-ethoxy-4-methoxybenzaldehyde was obtained with a purity of 99.9% and a yield of 96.1%.

Embodiment 2

[0037] In a 3L dry reaction flask, dissolve 542g of potassium carbonate in 1500ml of water, add 500g of isovanillin, 120g of tetrabutylammonium fluoride and 537g of bromoethane, stir and react at 25°C for 4h, pump Filter to obtain off-white solid powder 3-ethoxy-4-methoxybenzaldehyde with a purity of 99.8% and a yield of 95.1%.

Embodiment 3

[0039] In a 3L dry reaction flask, dissolve 157g of sodium hydroxide in 1500ml of water, add 500g of isovanillin, 104g of benzyltriethylammonium chloride and 537g of bromoethane, and stir the reaction at 25°C After 4 hours, it was filtered with suction to obtain off-white solid powder 3-ethoxy-4-methoxybenzaldehyde with a purity of 99.9% and a yield of 94.8%.

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Abstract

The invention discloses a synthesis method of 3-ethyoxyl-4-methoxybenzaldehyde. The synthesis method of the 3-ethyoxyl-4-methoxybenzaldehyde is characterized by comprising the following steps: by taking isovanillin and halogenated ethane as raw materials, stirring the isovanillin and the halogenated ethane for reaction in a solvent under the action of alkali and a catalyst, and carrying out filtering, so as to obtain the 3-ethyoxyl-4-methoxybenzaldehyde. The method disclosed by the invention is simple, convenient and safe in reaction operation, and an obtained product is easy to separate; treatments on waste gas, wastewater and solid wastes are easy and feasible; in the reaction process, used equipment is simple, and operation can be carried out without special equipment and conditions ofhigh pressure and high vacuum; the synthesis method is an environmentally-friendly green synthesis process.

Description

technical field [0001] The invention belongs to the field of synthesis of pharmaceutical and chemical intermediates, and mainly relates to a synthesis method of 3-ethoxy-4-methoxybenzaldehyde. Background technique [0002] Psoriasis is a chronic inflammatory skin disease with a long course and easy recurrence. It is estimated that there are 2%-3% of the affected population in the world, and the clinical manifestations are erythema and scales on the skin; it can be divided into pustular, arthritis, common, and erythrodermic. The cause of psoriasis is still unclear. It is generally believed that it is related to genetics, immune abnormalities, endocrine and other factors. Pharmacotherapy is mainly divided into traditional medicines and biologics. [0003] U.S. biopharmaceutical company (Celgene Corporation) has successfully developed a phosphodiesterase-4 (PDE-4) inhibitor, apremilast, by transforming the traditional drug thalidomide, which is passed through the cyclic aden...

Claims

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Application Information

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IPC IPC(8): C07C45/64C07C47/575
CPCC07C45/64C07C47/575
Inventor 李彦雄徐亮毛波
Owner ENANTIOTECH CORP
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