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Preparation method of functional amino proline

A functional proline technology, applied in the direction of organic chemistry, can solve the problems of high price of proline and limit the application of animal husbandry, and achieve the effect of low cost and cost reduction

Active Publication Date: 2014-09-10
卫仕宠物营养研究院(芜湖)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, the price of proline is expensive, up to 150,000 yuan per ton, which limits its application in animal husbandry

Method used

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  • Preparation method of functional amino proline
  • Preparation method of functional amino proline
  • Preparation method of functional amino proline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] A preparation method of functional amino acid proline, the steps are:

[0035] (1) Preparation of Potassium Phthalimide ③

[0036] Mix 100g of phthalic anhydride ① and 40g of urea, quickly put it into the preheated reaction pot, stir and heat to melt, after reacting for 15 minutes, quickly add 400g of water, precipitate crystals from the water, filter to obtain phthalimide ② , dissolved in ethanol after drying, and adjusted to alkalinity with potassium hydroxide to obtain potassium phthalimide ③, which was dried and weighed 106.7g.

[0037] (2) Preparation of Diethyl Phthalimidomalonate ④

[0038]Dissolve potassium phthalimide③ in dimethylformamide to make a 0.6mol / L solution, add diethyl bromomalonate to a concentration of 1.2mol / L, heat to 175°C to react The mixture was refluxed, reacted for 1.5 hours, and cooled to precipitate crystals to obtain diethyl phthalimide malonate ④, which was dried and weighed 128.2 g.

[0039] (3) Preparation of phthalimido-2-bromoprop...

Embodiment 2

[0044] A preparation method of functional amino acid proline, the steps are:

[0045] (1) Preparation of Potassium Phthalimide ③

[0046] Mix 110g of phthalic anhydride ① and 50g of urea, quickly put it into the preheated reaction pot, stir and heat to melt, after reacting for 17 minutes, quickly add 420g of water, precipitate crystals from the water, filter to obtain phthalimide ② , Dissolved in ethanol after drying, adjusted to alkalinity with potassium hydroxide to generate potassium phthalimide ③ dry, weighed 114.2g.

[0047] (2) Preparation of Diethyl Phthalimidomalonate ④

[0048] Dissolve potassium phthalimide ③ in dimethylformamide to make a 0.6mol / L solution, add diethyl bromomalonate to a concentration of 1.2mol / L, heat to 170°C to react The mixture was refluxed, reacted for 2 hours, and cooled to precipitate crystals to obtain diethyl phthalimide malonate ④, which was dried and weighed 127.9 g.

[0049] (3) Preparation of phthalimido-2-bromopropyl malonate diethy...

Embodiment 3

[0054] A preparation method of functional amino acid proline, the steps are:

[0055] (1) Preparation of Potassium Phthalimide ③

[0056] Mix 140g of phthalic anhydride ① and 60g of urea, quickly put it into the preheated reaction pot, stir and heat to melt, after reacting for 20min, add 450g of water quickly, precipitate crystals from the water, filter to obtain phthalimide ② , Dissolved in ethanol after drying, adjusted to alkaline with potassium hydroxide to generate potassium phthalimide ③ dry, weighed 147.7g.

[0057] (2) Preparation of Diethyl Phthalimidomalonate ④

[0058] Dissolve potassium phthalimide③ in dimethylformamide to make a 1.0mol / L solution, add diethyl bromomalonate to a concentration of 2.0mol / L, and heat to 180°C to react The mixture was refluxed, reacted for 3 hours, and cooled to precipitate crystals to obtain diethyl phthalimide malonate ④, which was dried and weighed 158.2 g.

[0059] (3) Preparation of phthalimido-2-bromopropyl malonate diethyl ⑤ ...

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Abstract

The invention discloses a preparation method of functional amino proline. The invention adopts the technical scheme that phthalic anhydride and urea are reacted to obtain phthalimide, the obtained phthalimide is dissolved into ethanol, the mixture is regulated to alkalinity by potassium hydroxide to generate phthalimide potassium, the phthalimide potassium is reacted with bromodiethyl malonate to obtain phthalyl diethyl malonate, the phthalyl diethyl malonate is reacted with 1,3-dibromopropane to generate phthalyl-2-bromopropyl diethyl malonate, the phthalyl-2-bromopropyl diethyl malonate is dissolved into the ethanol to be regulated to the alkalinity, and then the mixture is reacted with acid to generate a product of proline. Compared with the traditional preparation method of the proline, the invention can be repeatedly utilized by adopting phthalic anhydride as raw materials, lower the cost and also save expensive sodium borohydride reducing agent needed by the traditional prepared proline, therefore, the invention has the advantages of low cost, simple process, high yield and high purity and is more beneficial to mass production.

Description

technical field [0001] The invention relates to a preparation method of functional amino acid, in particular to a preparation method of proline, which is suitable for promoting the rapid growth of pigs in animal husbandry production. Background technique [0002] Proline plays a very important role in protein synthesis, protein structure, and protein nutrition and metabolism. Proline is a unique amino acid that maintains the structure of animal organisms and is an important regulator of cell metabolism and physiology. Therefore, proline is a functional amino acid in animal husbandry production. Its molecular formula is C 5 h 9 NO 2 , the structural formula is: [0003] [0004] Porcine intestinal epithelial cells decompose proline into citrulline and arginine in large quantities through the mitochondrial proline oxidase pathway (WU, neonatal piglet intestinal mucosa proline synthesis of arginine and citrulline. American Physiol Journal: Gut and Liver Physiology, 199...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D207/16
Inventor 印遇龙吴信
Owner 卫仕宠物营养研究院(芜湖)有限公司
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