Preparation method of high-content 2-hydroxy-4-(methylthio) butyl calcium

A technology of calcium methylthiobutyrate and calcium methylthiobutyrate, which is applied in the preparation of thioether, organic chemistry, etc., can solve the problems of easy polymerization, difficult drying of products, affecting product quality, etc., and achieves high yield and environmental protection. friendly effect

Active Publication Date: 2012-04-04
ZHEJIANG NHU CO LTD +1
View PDF7 Cites 24 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are problems in this method: 1. It is difficult to carry out the reaction thoroughly; 2. The product is difficult to dry, because D, L-2-hydroxy-4-methylthiobutyric acid has 23~24% polymers, and these polymers are somewhat It exists in the form of lactone and anhydride, and these polymers are difficult to react with solid Ca(OH) 2 Or CaO reacts, and finally adsorbs on the surface of the product, causing the product to be difficult to dry and affecting the quality of the product
The problems in this method mainly include: 1. During the esterification reaction between 2-hydroxy-4-methylthiobutyric acid and alcohol, 10-50% of the raw material 2-hydroxy-4-methylthiobutyric acid is added If sulfuric acid or p-toluenesulfonic acid is used as a catalyst, some acids will inevitably be brought into the subsequent reaction. Once these

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Preparation of 2-Hydroxy-4-Methylthiobutanamide

[0019] In a 1000mL four-neck flask with mechanical stirring and a thermometer, add 131g (1mol) of 2-hydroxy-4-methylthiobutyronitrile with a content of 99.2%, start stirring, stir rapidly, and slowly stir while cooling. 133ml of 36% concentrated hydrochloric acid (1.2mol) was added, and the reaction was carried out at 5°C until the remaining raw material 2-hydroxy-4-methylthiobutyronitrile was less than 0.1% as detected by HPLC. After the reaction is completed, use 30% sodium hydroxide solution to adjust the pH of the hydrolysis reaction product to 7.8~8.0, put it in an environment of -5°C for cooling and crystallization, and after crystallization for 2 hours, filter to obtain 133.0g of 2-hydroxy-4- Methylthiobutyramide, HPLC content 99.3%, molar yield 89.3%.

[0020] Preparation of calcium 2-hydroxy-4-methylthiobutyrate

[0021] Put 59.6g (0.4mol) of 2-hydroxy-4-methylthiobutyramide into a 1000ml three-necked flask, t...

Embodiment 2

[0024] Preparation of 2-Hydroxy-4-Methylthiobutyramide

[0025] In a 1000mL four-neck flask with mechanical stirring and a thermometer, add 131g (1mol) of 2-hydroxy-4-methylthiobutyronitrile with a content greater than 99.2%, start stirring, stir rapidly, and slowly stir while cooling. 163.4ml of 36% concentrated hydrochloric acid (1.5mol) was added, and the reaction was carried out at 15°C until the remaining raw material 2-hydroxy-4-methylthiobutyronitrile was less than 0.1% as detected by HPLC. After the reaction, use 30% sodium hydroxide solution to adjust the pH value of the hydrolysis reaction product to 7.8~8.0, put it in an environment of 5°C for cooling and crystallization, after crystallization for 5 hours, filter to obtain 126.9g of 2-hydroxy-4- Methylthiobutanamide, HPLC content 99.7%, molar yield 85.1%.

[0026] Preparation of calcium 2-hydroxy-4-methylthiobutyrate

[0027]Put 59.6g (0.4mol) of 2-hydroxy-4-methylthiobutyramide into a 1000ml three-necked flask, t...

Embodiment 3

[0030] Preparation of 2-Hydroxy-4-Methylthiobutanamide

[0031] In a 1000mL four-neck flask with mechanical stirring and a thermometer, add 131g (1mol) of 2-hydroxy-4-methylthiobutyronitrile with a content greater than 99.2%, start stirring, stir rapidly, and slowly stir while cooling. 141.6ml of 36% concentrated hydrochloric acid (1.3mol) was added, and the reaction was carried out at 10°C until the remaining raw material 2-hydroxy-4-methylthiobutyronitrile was less than 0.1% as detected by HPLC. After the reaction is completed, use 30% sodium hydroxide solution to adjust the pH value of the hydrolysis reaction product to 7.8~8.0, put it in an environment of 0°C for cooling and crystallization, and after crystallization for 3 hours, filter to obtain 130.6g of 2-hydroxy-4- Methylthiobutanamide, HPLC content 99.6%, molar yield 87.6%.

[0032] Preparation of calcium 2-hydroxy-4-methylthiobutyrate

[0033] Put 59.6g (0.4mol) of 2-hydroxy-4-methylthiobutyramide into a 1000ml thr...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention relates to a preparation method of high-content 2-hydroxy-4-(methylthio) butyl calcium. The content of 2-hydroxy-4-(methylthio) butyl calcium prepared by the traditional synthesis method is lower. The preparation method provided by the invention comprises the following steps of: adding 2-hydroxy-4-methionine nitrile with content higher than 99.0% used as a raw material in concentrated HCl (hydrochloric acid) for carrying out hydrolysis reaction; after the reaction is finished, regulating pH with alkali till pH is between 7.8-8.0, cooling, crystallizing and filtering to obtain a 2-hydroxy-4-(methylthio) butyric amide crude product; recrystallizing with water to obtain high-content 2-hydroxy-4-(methylthio) butyric amide; and dissolving the high-content 2-hydroxy-4-(methylthio) butyric amide in water, adding excess Ca(OH)2 and directly hydrolyzing at 80-100 DEG C to generate 2-hydroxy-4-(methylthio) butyl calcium. The yield of the preparation method is very high, and the content of the prepared 2-hydroxy-4-(methylthio) butyl calcium is higher than 99.0%.

Description

[0001] technical field [0002] The invention relates to the field of compound synthesis, in particular to a method for preparing high-content calcium 2-hydroxy 4-methylthiobutyrate. Background technique [0003] Methionine cannot be synthesized in animals and needs to be ingested from food. It is the first limiting amino acid. Adding it to the feed can promote the growth of poultry and livestock, increase the amount of lean meat, and shorten the feeding cycle. 2-Hydroxy 4-methylthiobutyric acid (LMA) is a methionine analogue, which can be absorbed and converted into methionine by animals, and its effect is equivalent to 65% to 88% of that of methionine. At present, LMA is added in ruminant and livestock and poultry feed, and its addition amount is 0.1-0.5%. According to relevant statistics, in recent years, the demand for methionine in the world has grown at a rate of 4% per year, while that in my country has grown at a rate of 7% per year. [0004] According to literatu...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C07C323/52C07C319/20
Inventor 王存超陈志荣刘信洪赵初秋王苏娟
Owner ZHEJIANG NHU CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap