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Method for preparing L-prolinol through high-pressure hydrogenization of L-proline

A high-pressure hydrogenation, proline technology, applied in the direction of organic chemistry and the like, can solve the problems of long process route, large pollution, troublesome post-processing, etc., and achieves the effects of high yield, short process route and easy post-processing.

Inactive Publication Date: 2014-07-02
江苏恒祥化学股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] This process is a commonly used process at present. Compared with direct reduction, the yield is about 80%, but it also has the disadvantages of troublesome post-processing, long process route, large pollution, and is not suitable for large-scale production.

Method used

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  • Method for preparing L-prolinol through high-pressure hydrogenization of L-proline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] 10g of L-proline, 20g of solvent isopropanol, 1g of catalyst 5%Ru / C (self-made 50% moisture), 0.1g of phosphoric acid, controlled pressure at 6-8 MPa, temperature 140-150°C, reduced for 8h, obtained L-prolinol, (sampling analysis GC L-prolinol 95.6%).

Embodiment 2

[0028] 50g of L-proline, 100g of solvent isopropanol, 5g of catalyst 5%Ru / C (self-made 50% moisture), 0.5g of phosphoric acid, controlled pressure at 6-8 MPa, temperature 140-150°C, reduced for 8h, obtained L-prolinol, (sampling analysis GC L-prolinol 95.9%).

Embodiment 3

[0030] L-proline 100g, solvent isopropanol 200g, catalyst 5%Ru / C (self-made 50% moisture) 10g, phosphoric acid 1g, control pressure at 6-8 MPa, temperature 140-150°C, reduce for 8h, get L- Prolinol, (sampling analysis GC L-prolinol 95.7%), add 6g of sodium hydroxide, filter out the catalyst, recover isopropanol, and rectify under reduced pressure to obtain 80.8g of L-prolinol, yield 92% , GC detection content 99.2%.

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Abstract

The invention discloses a method for preparing L-prolinol through high-pressure hydrogenization of L-proline. According to the method, L-proline is reduced for 4-12h in a solvent at the temperature of 120-180DEG C under the reaction pressure of 4-10MPa in the presence of a catalyst and catalytic acid, to obtain a target product L-prolinol, wherein the solvent is isopropanol preferably, the catalyst is 5% Ru / C preferably, and the catalytic acid is phosphoric acid preferably. The method for preparing L-prolinol is short in process route, high in yield and simple for aftertreatment.

Description

technical field [0001] The invention relates to a method for preparing L-prolinol, in particular to a method for preparing L-prolinol by high-pressure hydrogenation of L-proline. Background technique [0002] L-proline is one of the important amino acids for the synthesis of human protein, an important raw material for amino acid infusion, and the main intermediate for the synthesis of first-line antihypertensive drugs such as captopril and enalapril. It has been widely used in food and Pharmaceutical and other industries. Its reduction product L-prolinol is an important chiral chemical reagent, which is not only a raw material for the synthesis of excellent optical materials and chiral polymer materials, but also an important chiral source for the synthesis of chiral drugs. In recent years, with the rapid development of asymmetric catalytic technology, L-prolinol has become an excellent ligand for metal coordination catalysis, and is widely used in asymmetric metal alkylat...

Claims

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Application Information

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IPC IPC(8): C07D207/08
CPCC07D207/08
Inventor 邱志刚雍成松
Owner 江苏恒祥化学股份有限公司
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