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Method for preparing aromatic methyl ether compound

A technology for aromatic methyl ethers and compounds, which is applied in the field of preparation of aromatic methyl ether compounds, and achieves the effects of high yield, easy reaction, high reaction conversion rate and selectivity

Active Publication Date: 2015-08-19
DALIAN BIO CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0009] Theoretically, the production of 1kg of 1,2-benzisothiazolinone will produce 0.438kg of monochloromethane, and there is no report about the recycling of the monochloromethane produced by the above synthetic route

Method used

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  • Method for preparing aromatic methyl ether compound

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Experimental program
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Effect test

Embodiment 1

[0026] In a 1L stainless steel autoclave equipped with magnetic stirring, a thermocouple, and a gas-liquid phase feeding port, add 94g of phenol, 400g of 15% sodium hydroxide solution, and 0.1g of tetrabutylammonium bromide, stir at room temperature to form a sodium phenate aqueous solution, and seal Autoclave. At room temperature, 70 g of monochloromethane was passed through the gas phase port, and after the passage of monochloromethane, the temperature was raised to 60-70°C. At this time, the internal pressure of the kettle was 1.2Mpa, and the reaction mixture was kept at 60-70°C for 5 hours. After the reaction, cool to room temperature, exhaust and release the pressure, the reactants in the kettle are separated and simply distilled to obtain the target product anisole, the purity is greater than 99.5%, and the etherification yield is 95.0%.

Embodiment 2

[0028] In a 1L stainless steel autoclave equipped with magnetic stirring, a thermocouple, and a gas-liquid phase feeding port, add 108g of 4-methylphenol, 420g of 20% potassium hydroxide solution, and 0.1g of tetrabutylammonium bromide, and stir at room temperature to form 4 - Potassium methyl phenate aqueous solution, closed autoclave. At room temperature, 70 g of monochloromethane was passed through the gas phase port, and after passing through the monochloromethane, the temperature was raised to 70-80°C. At this time, the internal pressure of the kettle was 1.2Mpa, and the reaction mixture was kept at 70-80°C for 5 hours. After the reaction, cool to room temperature, exhaust and release the pressure. The reactants in the kettle are separated and simply distilled to obtain the target product 4-methylanisole with a purity of 99.5% and an etherification yield of 95.3%.

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Abstract

The invention discloses a method for preparing aromatic methyl ether, which comprises the step of reacting an aromatic phenol compound, caustic alkali, water and mono-chloro methane for 2hours to 8hours at the temperature of 60 DEG C to 100 DEG C under the pressure of 0.5Mpa to 2.5Mpa, so as to obtain the aromatic methyl ether, wherein the molar ratio of the aromatic phenol compound to the caustic alkali to the mono-chloro methane is 1:(1.0-2.0):(1.0-5.0), and the weight ratio of the caustic alkali to the water is 1:(4-10). The preparation method disclosed by the invention not only has the advantages that cost is low, yield is high, reaction is easy to implement and the like; by adding the phase transfer catalyst, the gas-liquid two-phase reaction can be effectively prompted, the reaction temperature range is moderate, both the reaction conversion ratio and the selectivity are relatively high, the purity of the aromatic methyl ether can reach more than 99.5%, the reaction yield is 95-97%, and the method has very high value in industrialization. In addition, the problem of exhaust emission in the 1,2-benzo-iso-thiazoline ketone production process is solved, the mono-chloro methane is effectively recycled, and the zero-emission production technology is achieved.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for preparing aromatic methyl ether compounds. Background technique [0002] Aromatic methyl ether compounds are important raw materials for organic synthesis, widely used in medicine, pesticides, dyes, spices and other fields. Aromatic methyl ether compounds with low carbon numbers are also important solvents. Anisole, also known as anisole, is an important intermediate in the production of various spices, dyes, and pesticides. 4-Methylanisole can be used in food flavors, with a fragrant violet aroma, mainly used to prepare walnut, hazelnut and other nut flavors, and can also be used as an intermediate for other spices. [0003] There are many ways to synthesize aromatic methyl ether compounds. Aromatic methyl ether compounds are usually synthesized using phenol and methylating reagents in the presence of a base. At present, the main method of industriall...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C41/16C07C43/205C07C43/225
Inventor 顾振鹏王勇
Owner DALIAN BIO CHEM