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A kind of synthetic method of canthaxanthin

A technology of canthaxanthin and carotene, which is applied in the field of preparation of canthaxanthin, can solve the problems of low yield, achieve the effects of increasing reaction yield, reducing the formation of isomer impurities, and mild reaction conditions

Active Publication Date: 2022-02-15
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] The purpose of the present invention is to provide a method for preparing canthaxanthin by oxidizing β-carotene, so as to solve the problems of low yield in the prior art

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Put 10.72g (20mmol) of β-carotene into a 500ml three-necked flask, add 150g of dichloromethane, stir at 0°C, add 0.34g of catalyst potassium iodide, add 4.5g of cerium oxide and mix well, turn on the ultraviolet lamp irradiation (power 40W ), reaction pressure is normal pressure, then 2.00g 5wt% sulfuric acid aqueous solution is added dropwise in the flask (dropping time 1.0h), reacts 1.5h at 0 ℃ after dropping, filters, washes with water 3 times, separates the organic phase, Spin dry, then recrystallize with acetone, filter, and dry to obtain a purple solid. Samples are dissolved in dichloromethane for liquid phase analysis. The content of canthaxanthin is 11.17g, and the yield is 99.00%.

Embodiment 2

[0046]Put 10.72g (20mmol) of β-carotene into a 500ml three-necked flask, add 110g of dichloromethane, stir at 5°C, add 0.53g of catalyst potassium iodide, add 5.3g of cerium oxide and mix well, turn on the ultraviolet lamp irradiation (power 60W ), reaction pressure is normal pressure, then 1.10g 8wt% sulfuric acid aqueous solution is added dropwise in the flask (dropping time 1.0h), reacts 2.0h at 5 ℃ after dropping, filters, washes with water 3 times, separates organic phase, Spin dry, then recrystallize with acetone, filter, and dry to obtain a purple-red solid. Samples are dissolved in dichloromethane for liquid phase analysis. The content of canthaxanthin is 11.05 g, and the yield is 98.00%.

Embodiment 3

[0048] Put 10.72g (20mmol) of β-carotene into a 500ml three-necked flask, add 110g of dichloromethane, stir at 2°C, add 0.45g of catalyst potassium iodide, add 4.5g of cerium oxide and mix well, turn on the ultraviolet lamp irradiation (power 60W ), reaction pressure is normal pressure, then 1.50g 8wt% sulfuric acid aqueous solution is added dropwise in the flask (dropping time 1.0h), reacts 2.0h at 2 ℃ after dropping, filters, washes with water 3 times, separates the organic phase, Spin dry, then recrystallize with acetone, filter, and dry to obtain a purple solid. Samples were dissolved in dichloromethane for liquid phase analysis. The content of canthaxanthin was 11.19 g, and the yield was 99.20%.

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Abstract

The invention discloses a method for preparing canthaxanthin by oxidizing β-carotene. β-carotene is dissolved in an organic solvent, a catalyst and cerium dioxide are added to mix evenly, stirred, and then an ultraviolet lamp is turned on for irradiation. Aqueous sulfuric acid is added dropwise, and the reaction generates a crude product including canthaxanthin, which is then filtered and washed with water, and the organic phase is taken to remove the solvent, recrystallized, filtered, and dried to obtain the canthaxanthin product. The method has mild and simple reaction conditions and high yield.

Description

technical field [0001] The invention relates to a method for preparing canthaxanthin, in particular to a method for preparing canthaxanthin by oxidizing β-carotene. Background technique [0002] Canthaxanthin (or cantharidin) is a carotenoid found in certain mushrooms, crustaceans, fish, algae, eggs, blood and liver. In 1984, FDA / WHO approved cantharidin as a food additive and formulated quality standards. Canthaxanthin can be used as a food additive in beverages, ice cream, waffle biscuits, sauces, processed tomato products and processed meat products. [0003] In 1980, Joachim Paust (US4212827) et al reported a method for preparing canthaxanthin by oxidizing β-carotene. The method is to oxidize β-carotene with chlorate or bromate in the presence of a catalyst. The disadvantages are that the reaction time is too long, the initiation is difficult, the process is unstable, and more iodide is used. [0004] In 2000, Toshiki Mori (CN1277191) et al oxidized β-carotene with al...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C403/24
CPCC07C403/24
Inventor 朱龙龙杨在刚张涛吕英东沈宏强刘俊贤薛勇勇王展张明郭启赫石江山黎源
Owner WANHUA CHEM GRP CO LTD