Process for preparing 3-hydroxyglutarate compound

A technology of hydroxyglutarate and oxoglutarate, which is applied in the field of preparation of ester compounds, can solve the problems of high price, hydrogen cannot be used in production, and increased difficulty

Inactive Publication Date: 2008-03-19
河南豫辰药业股份有限公司
View PDF0 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method has the serious shortcoming of following aspects: 1, sodium borohydride or lithium aluminum hydride are more expensive; Requirements; 3. The yield is low; 4. The solvent used in the reaction is alcohols such as ethanol and methanol, which increases the difficulty of separating the salt impurities of sodium, aluminum and lithium that are finally generated by the reducing agent;

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Process for preparing 3-hydroxyglutarate compound
  • Process for preparing 3-hydroxyglutarate compound

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0012] The preparation method provided by the invention is carried out in a reactor. Under lower pressure, the reaction pressure is 0.1-3Mpa, especially preferably 0.5-1Mpa.

[0013] The catalyst suitable for this method is highly active nickel or palladium-carbon catalyst, palladium-carbon or high-activity nickel containing 5%-20% of palladium is more effective, preferably high-activity nickel catalysis.

[0014] The ester solvents suitable for this method can be selected from one or more mixed solvents such as esters, saturated hydrocarbons or saturated halogenated hydrocarbons, alcohols, etc., wherein lower esters such as ethyl acetate, methyl acetate, ethyl formate, methyl formate and Lower alcohols such as methanol and ethanol are more effective, and the preferred solvent is lower aliphatic esters, especially ethyl acetate.

[0015] The reaction temperature suitable for this process is 20-120°C, particularly preferably 60-90°C.

[0016] The reaction time suitable for th...

Embodiment 1

[0024] 400kg of ethyl acetate, 150kg of diethyl acetone dicarboxylate and 25kg of highly active nickel treated with sodium hydroxide-ethanol were put into a high-pressure reactor under the protection of nitrogen, and the hydrogen pressure was raised to 0.4Mpa after the nitrogen was replaced by hydrogen. Close the hydrogen gas inlet valve, heat to 50°C under stirring, turn on the hydrogen gas when the pressure drops, turn off the heating, and feed hydrogen gas to the pressure of 0.8Mpa under natural cooling, calculate the amount of hydrogen gas to be fed, and turn on when the temperature naturally rises to 65°C Circulating water cools the reactor so that the temperature is controlled at 65-85°C, and the amount of hydrogen inhaled reaches the calculated amount within about 2-1 hours. The pressure in the constant temperature reactor does not drop any more, and then keeps stirring for 0.5 hours to terminate the reaction. Replace the hydrogen in the kettle with nitrogen, release the...

Embodiment 2

[0026] The above diethyl acetone dicarboxylate was changed to dimethyl acetone dicarboxylate, and the same operation method was adopted, and the result obtained was detected by GC, and dimethyl acetone dicarboxylate was 0.7%, and the weight was 150.8 kg.

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 discloses a method which utilizes a 3-oxo glutarate ester compound to prepare a 3-hydroxyl glutarate ester compound. Under the conditions of pressure between 0.1 to 3 MPa and temperature between 20 DEG C and 120 DEG C, the 3-oxo glutarate ester compound catalyzed by nickel or palladium catalyzer in ester solvent is heated for half to twenty four hours in a reaction kettle, so that the 3-oxo glutarate ester compound in the class of 3-acetone dicarboxylic acid dimethyl ester (diethyl ester) is hydrogenated and reduced, thus preparing the 3-hydroxyl glutarate ester compound in the class of 3-hydroxyl glutarate dimethyl ester (diethyl ester). The method is carried out under a low perssure, as a result, high pressure is avoided, the requirements on devices is low, and the method can adapt to the fine chemical-scale production. Meanwhile, under the pressure, the use of hydrogen is convenient, safe and economical. The yield rate is high, almost reaching one hundred percent.

Description

technical field [0001] The invention relates to a method for preparing ester compounds, in particular to a method for preparing 3-hydroxyglutarate compounds from 3-oxoglutarate. Background technique [0002] 3-Hydroxyglutarate is a prochiral compound, which can be made into a class of important biologically active chiral compounds by derivatizing its two ester functional groups or carboxyl groups. It is currently used in medicine, pesticides, spices and food additives There are applications in China, especially in blood lipid-lowering drugs. Its structural general formula is as follows: [0003] [0004] Among them, R 1 and R 2 Can be the same or different, both are C 1 -C 5 The straight-chain or branched aliphatic groups or one or both of them are hydrogen atoms. 3-Hydroxyglutarate compounds are generally prepared by reducing 3-oxoglutarate, as shown below: [0005] [0006] where R 1 with R 2 Same as defined above. [0007] One of the conventional methods i...

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): C07C69/675C07C67/31
Inventor 王尚启路明丁红军徐艳红
Owner 河南豫辰药业股份有限公司
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