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Improvement method for preparing canthaxanthin

A kind of technology of canthaxanthin and carotene, applied in the field of improvement of preparation of canthaxanthin, can solve problems such as inconvenient operation

Active Publication Date: 2010-01-27
ZHEJIANG MEDICINE CO LTD XINCHANG PHAMACEUTICAL FACTORY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The above four patented methods all use iodine halide or iodine as a catalyst. Due to the special volatility and toxicity of iodine and the instability of iodine halide, special protection measures are required for operators and operating environments in industrial production. , which is very inconvenient to operate

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Suspend 25.0g (0.0466mol) of β-carotene in 1000mL of chloroform, and mix 200.0g (1.9mol) of sodium chlorate and 0.7g of sodium iodide in 1000mL of water. Put it into a three-necked flask with an inner volume of 3000 mL, and add 4 mL of 2% hydrogen peroxide at one time to the resulting mixture at 15° C. under vigorous stirring. 1 mL of acetic acid was added, after which the temperature of the reaction mixture was raised to 25°C, and the resulting mixture was stirred at room temperature for 180 minutes. At this point, β-carotene disappeared and the pH of the reaction mixture was 5.0. The resulting reaction mixture was allowed to stand until separation into two phases, aqueous and organic. The organic phase was collected and washed successively with 1000 mL of water, 500 mL of 5% aqueous sodium thiosulfate and another 1000 mL of water. The solvent was removed under reduced pressure to give 27.5 g of crude product. HPLC analysis indicated that the crude product contained...

Embodiment 2

[0033] Suspend 25.0g (0.0466mol) of β-carotene in 1000mL of dichloromethane, dissolve 100.0g of sodium chlorate and 100.0g of sodium bromate in 1000mL of aqueous solution, mix them with 0.8g of potassium iodide, and in a nitrogen atmosphere The mixture was added to a three-necked flask with an inner volume of 3000 mL, and 4 mL of 2% hydrogen peroxide was added to the resulting mixture at 15° C. at one time under vigorous stirring. 1 mL of acetic acid was added, after which the temperature of the reaction mixture was raised to 25°C, and the resulting mixture was stirred at room temperature for 180 minutes. At this point, β-carotene disappeared and the pH of the reaction mixture was 5.0. The resulting reaction mixture was allowed to stand until separation into two phases, aqueous and organic. The organic phase was collected and washed successively with 1000 mL of water, 500 mL of 5% aqueous sodium thiosulfate and another 1000 mL of water. The solvent was removed under reduced ...

Embodiment 3

[0036]Suspend 25.0g (0.0466mol) of β-carotene in 1000mL of dichloromethane, dissolve 200.0g of potassium chlorate in 1000mL of aqueous solution, mix it with 1.0g of copper iodide, and add it under a nitrogen atmosphere with an inner volume of 3000mL In a three-necked flask, under vigorous stirring, 4 mL of 2% hydrogen peroxide was added at one time to the resulting mixture at 15°C. Further 1 mL of acetic acid was added, after which the temperature of the reaction mixture was raised to 25°C, and the resulting mixture was stirred at room temperature for 180 minutes. At this point, β-carotene disappeared and the pH of the reaction mixture was 5.0. The resulting reaction mixture was allowed to stand until separation into two phases, aqueous and organic. The organic phase was collected and washed successively with 1000 mL of water, 500 mL of 5% aqueous sodium thiosulfate and another 1000 mL of water. The solvent was removed under reduced pressure to give 27.7 g of crude product. ...

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PUM

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Abstract

The invention provides a method for preparing canthaxanthin. The method comprises that: in water and organic solvent immiscible with the water, under the action of hydrogen peroxide catalyst, alkali metal chlorate or bromate and beta-carotene are subjected to oxidation reaction, wherein the oxidation reaction is carried out by adding hydrogen peroxide into a mixture containing the beta-carotene, the water, metal iodide, the organic solvent immiscible with the water and the alkali metal chlorate or the alkali metal bromate to obtain reaction mixed solution. The method can efficiently produce the canthaxanthin in an industrialized mode in short time.

Description

technical field [0001] The invention relates to a method for preparing canthaxanthin by catalytic oxidation of β-carotene. Background technique [0002] Canthaxanthin is an important natural carotenoid used as a food colorant and animal feed additive. As early as in the patent US4,212,827, it was reported that canthaxanthin was prepared by one-step oxidation of β-carotene. In the later existing literature, US6,372,946 and ZL02141620.6, use bromate and sodium bisulfite to react to generate hypobromous acid, and then oxidize β-carotene to form canthaxanthin. The disadvantage is that the generated hypobromous acid Bromic acid is unstable and difficult to control in large-scale industrialization. In US2004001016, canthaxanthin is prepared by oxidation with iodine as a catalyst and hypochlorite as an oxidant. In EP1253131, canthaxanthin was prepared by oxidation with iodine as a catalyst and 30% hydrogen peroxide as an oxidant. In literature patent ZL00108015.6 and US6,313,35...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C403/24
Inventor 皮士卿耿伟赵国庆方聪进李昆明
Owner ZHEJIANG MEDICINE CO LTD XINCHANG PHAMACEUTICAL FACTORY
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