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Preparation method of p-methylsulfonyl benzaldehyde

A technology of p-thymphenyl and thiamphenyltoluene, which is applied in the field of preparation of p-thymphenyl benzaldehyde, can solve the problems of affecting economic benefits, complicated operation, poor yield, etc., and achieves high economic benefits, simple synthesis process, low cost effect

Inactive Publication Date: 2017-07-21
FUJIAN YIMING MEDICAL TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The preparation method of p-thymphenicyl benzaldehyde disclosed in the above patent still needs to be further improved in the application of large-scale industrial production, and there are problems of complicated operation and poor yield, thus affecting economic benefits

Method used

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preparation example Construction

[0016] The invention provides a preparation method of p-thiamphenicol benzaldehyde, which comprises dissolving p-thiamphenicol toluene and a catalyst in water respectively, mixing and reacting to obtain the p-thiamphenicol benzaldehyde, the catalyst being 1,4 - Dichloro-1,4-diazacyclo[2,2,2]octane.

[0017] As can be seen from the foregoing description, the beneficial effects of the present invention are:

[0018] (1) Using p-thiamphenyltoluene as the starting material, water as the solvent, and 1,4-dichloro-1,4-diazacyclo[2,2,2]octane as the catalyst, it can be prepared p-thymphenylbenzaldehyde has the advantages of easy-to-obtain raw materials, low cost, high final product yield and high purity;

[0019] (2) The preparation method is simple, easy to operate, suitable for large-scale industrial production, and has high economic benefits;

[0020] (3) Less impurities are introduced, which is convenient for subsequent purification operations.

[0021] Further, the reaction t...

Embodiment 1

[0037] The preparation method of the p-thiamphenicyl benzaldehyde of the present embodiment comprises: dissolving p-thiamphenicol toluene in a solvent, adding 1,4-dichloro-1,4-diazacyclo[2,2,2] Under the action of alkane, the reaction solution was extracted, dried, filtered, and distilled under reduced pressure to obtain p-thiamphenicol benzaldehyde.

[0038] Among them, 1,4-dichloro-1,4-diazacyclo[2,2,2]octane is prepared by dissolving triethylenediamine in an organic solvent and passing chlorine gas.

[0039] The preparation route of p-thiamphenicyl benzaldehyde comprises:

[0040] 1. Preparation of catalyst 1,4-dichloro-1,4-diazacyclo[2,2,2]octane:

[0041] Take an appropriate amount of 1,4-diazacyclo[2,2,2]octane and add it into chloroform, and pass through chlorine gas to react at 25°C for 10 minutes, and remove the solvent under reduced pressure to obtain almost pure 1,4-dioxane Chloro-1,4-diazacyclo[2,2,2]octane, the yield reached 98%.

[0042] 2. Preparation of p-th...

Embodiment 2

[0045] The preparation method of the p-thiamphenicyl benzaldehyde of the present embodiment comprises: dissolving p-thiamphenicol toluene in a solvent, adding 1,4-dichloro-1,4-diazacyclo[2,2,2] Under the action of alkane, the reaction solution was extracted, dried, filtered, and distilled under reduced pressure to obtain p-thiamphenicol benzaldehyde.

[0046] Among them, 1,4-dichloro-1,4-diazacyclo[2,2,2]octane is prepared by dissolving triethylenediamine in an organic solvent and passing chlorine gas.

[0047] The preparation route of p-thiamphenicyl benzaldehyde comprises:

[0048] 1. Preparation of catalyst 1,4-dichloro-1,4-diazacyclo[2,2,2]octane:

[0049]Take an appropriate amount of 1,4-diazacyclo[2,2,2]octane and add it into chloroform, and pass through chlorine gas to react at 20°C for 5 minutes, and remove the solvent under reduced pressure to obtain almost pure 1,4- Dichloro-1,4-diazacyclo[2,2,2]octane with a yield of 98%.

[0050] 2. Preparation of p-thiamphenicy...

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Abstract

The invention relates to a preparation method of p-methylsulfonyl benzaldehyde. The preparation method includes: dissolving p-methylsulfonyl methylbenzene and a catalyst in water; mixing for reaction to obtain p-methylsulfonyl benzaldehyde, wherein the catalyst is 1, 4-dichloro-1, 4-diazacyclo [2, 2, 2] octane. The preparation method has the advantages of simplicity, easiness in operation, suitability for large-scale industrial production and high economic benefit.

Description

technical field [0001] The invention relates to the preparation of pharmaceutical intermediates, in particular to a preparation method of p-thiamphenicol benzaldehyde. Background technique [0002] P-thiamphenicol benzaldehyde is an important organic intermediate of a new type of antibiotic, thiamphenicol, commonly known as sulfone aldehyde. As a dye and fragrance, it is an indispensable and important raw material in the chemical industry. In recent years, with consumers' admiration for natural food, the food industry and cosmetics industry have an increasing demand for natural fragrances. As an important aldehyde in the fragrance industry, p-thiamphenicol benzaldehyde is more and more popular. [0003] Oxidation of benzylic C–H bonds is a very useful transformation step in organic synthesis, drug manufacturing, etc. The commonly used method is to use transition metals as catalysts. In this case, the initial oxidation products are often easier to oxidize than the reaction s...

Claims

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Application Information

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IPC IPC(8): C07C315/04C07C317/24
CPCC07C315/04
Inventor 江国防王敬祝
Owner FUJIAN YIMING MEDICAL TECH CO LTD
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