Preparation method of pyrocatechol monoisopropyl ether

A technology of o-isopropoxyphenol and isopropyl, applied in the field of preparation of o-isopropoxyphenol, can solve the problems of low product purity and yield, reduced product purity and yield, large amount of raw materials, etc. High product purity and yield, improving purity and yield, and reducing production costs

Active Publication Date: 2017-08-25
湖南海利常德农药化工有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] In the existing catechol method, when 2-bromopropane is used as a raw material, normal pressure is usually used, but due to the high price of 2-bromopropane, the production cost is too high, and due to the need for subsequent processing of 2-bromopropane The use of sulfuric acid for neutralization and water washing has problems such as high treatment cost, complicated treatment process, and easy pollution. Therefore, 2-bromopropane is usually not used as raw material in actual industrial production.
In the method for the existing industrialized production of o-isopropoxyphenol, 2-chloropropane is usually used as a raw material instead of 2-bromopropane. However, since 2-chloropropane easily reacts with solvents, the amount of 2-chloropropane increases. And when solvent is consumed, by-product is introduced, which

Method used

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  • Preparation method of pyrocatechol monoisopropyl ether
  • Preparation method of pyrocatechol monoisopropyl ether
  • Preparation method of pyrocatechol monoisopropyl ether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] A preparation method of o-isopropoxyphenol includes the following steps:

[0027] Add 225kg (2.0kmol) catechol, 450.0kg solvent 1,2-dimethoxyethane, 159.0kg (1.5kmol) sodium carbonate and 172.7kg (2.2kmol) 2-chloropropane into a 3000L autoclave After mixing uniformly, react at 170°C for 7 hours; after the reaction, the reaction product is cooled to 25°C and filtered to obtain the first filtrate and filter residue. The filter residue was washed with a solvent (1,2-dimethoxyethane) to obtain a second filtrate. The first filtrate and the second filtrate were mixed, firstly distilled under normal pressure, distilled out water and a small amount of solvent, and then rectified under reduced pressure. Collected the fraction product at 108℃~110℃ / 20mmHg to obtain o-isopropoxyphenol (279.2kg) . The fraction product was detected by high performance liquid chromatography, and the content of o-isopropoxyphenol was 99.3% (that is, the product purity was 99.3%). The yield based on cat...

Embodiment 2

[0029] A preparation method of o-isopropoxyphenol includes the following steps:

[0030] Add 225kg (2.0kmol) catechol, 337.5kg solvent 1-methoxy-2-ethoxyethane, 159.0kg (1.5kmol) sodium carbonate and 157kg (2.0kmol) 2-chloropropane to 3000L In the autoclave, the mixture was uniformly mixed and reacted at 170°C for 7 hours; after the reaction, the reaction product was cooled to 25°C and filtered to obtain the first filtrate and the filter residue. The filter residue was washed with a solvent (1-methoxy-2-ethoxyethane) to obtain a second filtrate. The first filtrate and the second filtrate were mixed, firstly distilled under normal pressure, distilled out water and a small amount of solvent, and then rectified under reduced pressure, collected the fraction product at 108℃~110℃ / 20mmHg to obtain o-isopropoxyphenol (278.1kg) . The fraction product was detected by high performance liquid chromatography, and the content of o-isopropoxyphenol was 99.0% (that is, the product purity was ...

Embodiment 3

[0032] A preparation method of o-isopropoxyphenol includes the following steps:

[0033] Add 225kg (2.0kmol) catechol, 382.5kg solvent 1-ethoxy-2-propoxyethane, 159.0kg (1.5kmol) sodium carbonate and 204.1kg (2.6kmol) 2-chloropropane to 3000L In the autoclave, mixed uniformly and reacted at 170°C for 7 hours; after the reaction, the reaction product was cooled to 25°C and filtered to obtain the first filtrate and filter residue. The filter residue was washed with a solvent (1-ethoxy-2-propoxyethane) to obtain a second filtrate. The first filtrate and the second filtrate were mixed, firstly distilled under normal pressure, water and a small amount of solvent were distilled out, and then rectified under reduced pressure, collecting the fraction product at 108℃~110℃ / 20mmHg to obtain o-isopropoxyphenol (280.0kg) . The fraction product was detected by high performance liquid chromatography, and the content of o-isopropoxyphenol was 99.4% (that is, the product purity was 99.4%). The...

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Abstract

The invention discloses a preparation method of pyrocatechol monoisopropyl ether. The method comprises the following steps: by using pyrocatechin and 2-chloropropane as raw materials, and using a compound in a formula (1) as a solvent, carrying out reaction in a high pressure kettle under an effect of an acid acceptor to prepare pyrocatechol monoisopropyl ether. Side reaction between the solvent adopted in the preparation method of the invention and the raw materials is avoided, so that the raw materials are not consumed, and by-products are not produced; therefore, the using amount of the raw materials can be reduced, the production cost is reduced, the purity and the yield of the product also can be improved, and the problems of high production cost, and low purity and yield of the product caused by reaction between the raw materials and the solvent commonly in the prior art are solved; the preparation method has the advantages of simple process, low production cost, and high purity and yield of the product, and is suitable for industrial production; the purity of the product reaches 99% or above, and the yield reaches 90% or above.

Description

Technical field [0001] The invention belongs to the field of pesticides and relates to a preparation method of o-isopropoxyphenol. Background technique [0002] O-isopropoxyphenol is a key intermediate for the preparation of propoxur, a compound with the following structural formula: [0003] [0004] At present, the preparation methods of o-isopropoxyphenol reported in domestic and foreign literature include the following: (1) o-nitrochlorobenzene method; (2) halogenated phenol method; (3) cyclohexanone method; (4) Cyclohexanol method; (5) Catechol method. Among them, the catechol method is widely used by domestic and foreign companies producing Proxacarb because of its easy availability of raw materials, simple process flow and high synthesis yield. The method is prepared by reacting catechol, 2-chloropropane or 2-bromopropane as raw materials, and its synthesis method is as follows: [0005] [0006] In the existing catechol process, when 2-bromopropane is used as the raw mater...

Claims

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Application Information

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IPC IPC(8): C07C41/16C07C43/23
CPCC07C41/16C07C43/23
Inventor 周晓华杨自力罗亮明彭长春许向飞乔广玉邱向霖
Owner 湖南海利常德农药化工有限公司
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