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Method for synthesizing saffron acid

A technology of saffron acid and synthesis method, applied in the direction of organic chemistry, etc., can solve the problems of difficult source of raw materials, unsatisfactory yield, difficult purification, etc., and achieve the effect of meeting market needs, good water solubility, and strong coloring power

Inactive Publication Date: 2008-04-09
JIANGNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The above-mentioned process is characterized by many steps, unsatisfactory yield, difficult sources of raw materials, and difficult purification by traditional methods

Method used

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  • Method for synthesizing saffron acid
  • Method for synthesizing saffron acid
  • Method for synthesizing saffron acid

Examples

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Embodiment 1

[0050]Add 150 mL of dimethylformamide and 32 grams of triphenylphosphine into a four-necked flask protected by nitrogen gas, heat to 80°C, add dropwise a mixed solution of 17 grams of methyl 2-bromopropionate and 50 mL of dimethylformamide, React for 12 hours, filter out the insoluble matter, dissolve the filtered insoluble matter in water, add potassium hydroxide to precipitate, wash and dry the precipitate, and recrystallize with ethyl acetate to obtain bromopropionate methyl bromide. Add 150 mL of isopropyl ether and the prepared bromopropionate bromopropionate bromopropionate bromopropionate bromopropionate 150 mL into a four-neck flask protected by nitrogen gas. When heated to 50 ° C, add 22 g of chloroacetaldehyde and 150 mL of isopropyl ether mixed solution and react for 2.5 h , recovered the solvent, and extracted the residue three times with 200 mL of anhydrous ether, combined the ether solution, concentrated and removed the ether to obtain 10.2 grams of methyl chlorot...

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Abstract

The invention relates to a synthetic method of crocetin, and belongs to the technical field of organic synthesis. By adapting 3, 7-dimethyl octa tr-ialkene bi-aldehyde and 2-bromopropionic acid methyl ester, the invention compounds out primary product of crocetin methyl ester after three steps of reactions. After hydrolysis, decolorization and recrystallization, the outgrowth in the reactions is effectively separated and purified after the recrystallization of the mixed solvent, in order to produce the product of the crocetin. The crocetin is one rare water soluble carotenoid acid in the nature extant in the saffron and gardenia. Moreover, the crocetin is the main component of the saffron, and has the functions of anticancer and tumor restricting property, blood fat reduction, liver protection, free radical destroy and oxidation resistance, and has the advantages of good water solubility, strong tinctorial strength, stable beam focusing, bright color of gold when the PH is within 1 to 4 and stable performance after pigmentation, so that the crocetin is widely used in the fields of medicine and food production. By simple chemical synthesis method, the invention produces the crocetin to release the demand for the saffron and satisfy the market needs.

Description

technical field [0001] A method for synthesizing crocetin belongs to the technical field of organic synthesis. Background technique [0002] Saffron acid is a rare water-soluble carotenoid in nature that coexists in saffron and gardenia. It is the main component of saffron. In addition, it also has the advantages of good water solubility, strong tinting power, light stability, bright golden yellow in the range of pH = 1 to 4, and stable coloring once it is colored. It is widely used in the fields of medicine and food. [0003] So far, only a few reports at home and abroad have explained the synthetic method of saffron acid, but none of them have formed a patent. Such as the paper Synthesis of Bixin and Three Minor Carotenoids from Annatto (Bixa orellana) by Adrian Hberli1 and Hanspeter Pfander in Helvetica Chimica ActaVol.696 (1999); the other is Pulgam Veera Reddy in JOURNAL OFLABELLED COMPOUNDS AND RADIOPHARMACEUTICALS; :79-89) paper Synthesis of all-trans-[100-3H]-80-a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C403/20
Inventor 王建新周忠方志凯
Owner JIANGNAN UNIV
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