Process method for synthesizing canthaxanthin

A process method, the technology of canthaxanthin, is applied in the production of bulk chemicals, organic chemistry, etc., and achieves the effects of low cost, easy industrial promotion, and simple route

Active Publication Date: 2020-07-14
GUANGZHOU WISDOM BIO TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] In view of this, it is necessary to provide a new process for synthesizing canth

Method used

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  • Process method for synthesizing canthaxanthin
  • Process method for synthesizing canthaxanthin
  • Process method for synthesizing canthaxanthin

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Compound (3) Preparation

[0037] Dissolve 34 grams (0.1 moles) of pentadecyl phosphate in 150 mL of toluene, maintain the reaction temperature at 10 ° C, then add commercially available Oxone (KHSO 5 Content is 47%) 32.4 grams (0.1 Mole), stirring reaction, gas phase follow-up reaction, when pentadecyl phosphate content is lower than 0.3%, add 100ml water to terminate reaction, divide and remove water phase, organic phase evaporates to dryness solvent and obtains 32.5 grams of product , the gas phase detection content was 97.6%, and the yield was 91.8%.

[0038] The product obtained in the present embodiment is carried out nuclear magnetic detection, and the results are as follows:

[0039] 1 H-NMR(δ,ppm)1.01(s,6H,-C(CH 3 ) 2 ),1.21(t,6H,-CH 3 ),1.49(t,2H,-CH 2 -),1.51(t,2H,-CH 2 -),1.71(s,3H,-CH 3 ), 1.83(d,3H,CH 3 C(3)),2.73(d,2H,-CH2-P),4.21(t,4H,OCH 2 ), 5.37-6.61 (m, 3H, -CH-); NMR results proved that the prepared product was compound (3).

Embodiment 2

[0041] Compound (3) preparation

[0042] Dissolve 34 grams (0.1 moles) of pentadecyl phosphate in 200 mL of dichloromethane, maintain the reaction temperature at 5°C, then add 8.15 grams (0.11 moles) of ketone peroxide, stir the reaction, and follow the reaction in the gas phase. When the phosphate ester content is lower than 0.3%, 250ml of water is added to terminate the reaction, the water phase is separated, the organic phase is evaporated to dryness to obtain 32.1 grams of product, the gas phase detection content is 96.5%, and the yield is 90.7%.

Embodiment 3

[0044] Compound (3) preparation

[0045] Dissolve 34 grams (0.1 moles) of pentadecyl phosphate in 200 mL of ethyl acetate, keep the reaction temperature at 15°C, then add 14.7 grams (0.13 moles) of 30% hydrogen peroxide, stir the reaction, follow the reaction in the gas phase, there is 25% The raw materials could not be reacted completely, 100ml of water was used to terminate the reaction, the water phase was separated, and the organic phase was evaporated to dryness. After the solvent was evaporated, 30 g of the product had a gas phase detection content of 98.5%, and a yield of 85%.

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Abstract

The invention relates to a process method for synthesizing canthaxanthin. The process method comprises the following steps: 1, oxidizing a compound (2) to obtain a compound (3); and 2, carrying out acondensation reaction on the compound (3) and decadialdehyde to obtain the final product canthaxanthin (1). The invention provides another process route for synthesizing canthaxanthin. The route is simple, only two steps are needed, the canthaxanthin is gradually separated out from a liquid reaction system in the reaction process, the purity is very high, further purification measures are not needed, the yield is not lower than that of an existing canthaxanthin preparation process, the purity is higher than that of the existing process, the cost is lower, and industrial popularization is easy.

Description

technical field [0001] The invention belongs to the technical field of compound synthesis, and in particular relates to a process for synthesizing canthaxanthin. Background technique [0002] Canthaxanthin (beta, beta-Carotene-4,4'-dione), also known as canthaxanthin, amygdalin, chanterelle xanthin, cantharetin, edible orange No. 8, is a An orange-red carotenoid pigment, which is also an antioxidant, is often used as an animal feed additive to make egg yolks and poultry meat more vivid in color. The commonly used synthetic methods in production are as follows: [0003] [0004] pentadecyl phosphonate [0005] [0006] β-carotene [0007] [0008] Canthaxanthin [0009] When this method adopts pentacarbon phosphonate to synthesize canthaxanthin, the intermediate β-carotene is a solid, and the oxidized canthaxanthin is also a solid. The solubility of this type of material in the solvent is below 8%, and the subsequent purification is very difficult. Difficult to ...

Claims

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Application Information

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IPC IPC(8): C07C403/24
CPCC07C403/24Y02P20/55
Inventor 吴世林邸维龙张贵东黄海青梁庭枝江华峰
Owner GUANGZHOU WISDOM BIO TECH
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