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Process for preparing 2-hydroxy-4-methylthiobutanoic acid

A technology for the production of methylthiobutyric acid, which is applied in organic chemistry methods, chemical instruments and methods, and preparation of sulfides, and can solve problems such as poor separability and poor extraction efficiency

Inactive Publication Date: 2004-11-03
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the problem with this method is that the separability between the oil layer and the water layer is poor, and a large amount of 2-hydroxy-4-methylthiobutyric acid layer remains in the water layer, resulting in the extraction of 2-hydroxy-4-methylthiobutanoic acid from the reaction mixture. The extraction efficiency of 4-methylthiobutyric acid is very poor

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1 and comparative example 1 and 2

[0035] Into 40.1g (0.35mol) of 85.6wt% sulfuric acid aqueous solution, 82.7g (0.50mol) of 79.2wt% 2-hydroxy-4-methylthiobutyronitrile aqueous solution was added dropwise within 30min under stirring at 50°C to obtain the mixture Maintain at 50°C for 2h. To this mixture was added 57.2 g of water, and then, the mixture was stirred at 110°C for 4 h. The analysis result of the formed reaction mixture showed that the yield of 2-hydroxy-4-methylthiobutyric acid was 95%-96%.

Embodiment 1

[0036] Example 1: After adding 8.0 g (0.20 mol) of granular sodium hydroxide to the reaction mixture obtained in the same manner as above, the resulting reaction mixture was stirred and separated into an oil layer and a water layer.

Embodiment 2-1~ Embodiment 2~15

[0042] The reaction was carried out in the same manner as in Example 1. To each of the obtained reaction mixtures (180 g), a specific amount (as shown in Table 2) of 48 wt% sodium hydroxide aqueous solution was added, and the resulting mixture was fully stirred. The pH value of the obtained mixture at 25°C is shown in Table 2. Each mixture separated into an oil layer and a water layer at 60°C. Each oil layer is concentrated by evaporating in an evaporator until the liquid water content of the oil layer (determined by Karl Fischer method) reaches the value shown in Table 2. Each concentrated liquid (slurry) thus obtained was filtered at 70°C. Water was added to each filtrate thus obtained so that the content of 2-hydroxy-4-methylthiobutyric acid reached 89.0 wt% (measured by potentiometric titration), thereby obtaining each product.

[0043] The sulfate ion concentration and kinematic viscosity at 25°C measured by ion chromatography for each product are shown in Table 2.

[0044] ...

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PUM

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Abstract

A method for producing a 2-hydroxy-4-methylthiobutanoic acid is provided, the method comprising the steps of: hydrolyzing a 2-hydroxy-4-methylthiobutanenitrile and / or a 2-hydroxy-4-methylthiobutanamide in the presence of a sulfuric acid to obtain a reaction mixture containing a 2-hydroxy-4-methylthiobutanoic acid; mixing the reaction mixture with a basic alkaline metal compound to obtain a mixture comprising an oil layer containing the 2-hydroxy-4-methylthiobutanoic acid and a water layer; and separating the oil layer containing the 2-hydroxy-4-methylthiobutanoic acid from the mixture. In accordance with the present invention, a 2-hydroxy-4-methylthiobutanoic acid is obtained with excellent operability and efficiency without using an organic solvent.

Description

Technical field [0001] The present invention relates to a method for producing 2-hydroxy-4-methylthiobutanoic acid that can be used as feed additives and the like. Specifically, the present invention relates to a method for producing 2-hydroxy-4-methylthiobutanoic acid, which method comprises making 2-hydroxy-4-methylthiobutanenitrile and / or 2-hydroxy-4 -The step of hydrolysis of methylthiobutanamide in the presence of sulfuric acid. Background of the invention [0002] It is known that 2-hydroxy-4-methylthiobutanoic acid can be produced by hydrolyzing 2-hydroxy-4-methylthiobutyronitrile or 2-hydroxy-4-methylthiobutyramide in the presence of acids such as sulfuric acid . [0003] It is also known that the extraction method using organic solvents is usually used to separate 2-hydroxy-4-methylthiobutyronitrile or 2-hydroxy-4-methylthiobutyramide from the reaction mixture obtained by hydrolysis of 2-hydroxy-4-methylthiobutyramide with sulfuric acid. The method of methionylbutyric ac...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J27/02C07B61/00C07C319/20C07C319/28C07C323/52
CPCC07C319/20C07C323/52
Inventor 几留健二盐崎哲也
Owner SUMITOMO CHEM CO LTD
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