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Preparation method of beta-carotene

A carotene and vitamin technology, applied in the direction of organic chemistry methods, chemical instruments and methods, organic chemistry, etc., can solve the problems that β-carotene cannot be produced in time, β-carotene is easily oxidized, and is not suitable for industrial production. To achieve the effects of inhibiting oxidation side reactions, low requirements, and reducing production costs

Active Publication Date: 2021-11-16
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
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Problems solved by technology

[0005] patents CN101041631A, CN108047112A adopt the above-mentioned method to prepare β-carotene, but the reaction adopts strong oxidants such as nitrate, persulfate and hypochlorite to carry out, and the generated β-carotene - Carotene is easily oxidized and the reaction yield is low
[0006]Patent CN101081829A adopts the above-mentioned scheme to prepare β-carotene by two-phase reaction, but in the two-phase reaction, the alkali and the oxidant are in the water phase, and the organic phosphonium salt and the active intermediate body in the organic phase, unable to generate β-carotene in time, and the reaction yield is low
[0007]Patents CN108822015A and CN110452147A use molecular oxygen as an oxidant to prepare β-carotene in a two-phase reaction. In the patent, noble metal catalysts and phase transfer catalysts are used. The process is complicated and the cost is high , not suitable for industrial production
[0008] Patent CN112262126A uses nano-silver colloid as a catalyst and a hydrogen peroxide stabilizer to catalyze the reaction while suppressing the decomposition of hydrogen peroxide and the occurrence of oxidative side reactions, but the cost of this method is high. Not conducive to industrial production

Method used

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  • Preparation method of beta-carotene

Examples

Experimental program
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Effect test

Embodiment 1

[0043] [Preparation Example 1] Preparation of KBO 3 4H 2 O solid

[0044] Weigh 8.1g of KBO 2 Solid, dissolved in 100mL of distilled water, adding 5g of magnesium silicate to the solution and stirring at a constant temperature of 15°C for 30min; keeping the temperature for 30min, adding 11.34g of 30% hydrogen peroxide aqueous solution to the reaction system; Lower the temperature to below 0°C, filter and dry to obtain KBO 3 4H 2 O solid.

Embodiment 2

[0045] [Preparation Example 2] Preparation of LiBO 3 4H 2 O solid

[0046] Weigh 5g of LiBO 2 Solid, dissolved in 100mL of distilled water, add 6g of magnesium silicate to the solution and stir at a constant temperature of 15°C for 30min; keep the temperature for 30min and add 11.34g of 30% hydrogen peroxide aqueous solution to the reaction system; after the dropwise addition, keep warm for 5h, Lower the temperature to below 0°C, filter and dry to obtain LiBO 3 4H 2 O solid.

[0047] 【Example 1】

[0048] Add 134.0g vitamin A acetate (0.4mol, 98%), 125.8g triphenylphosphine (0.48mol), 670.0g methanol to a 2L reactor, cool to 0°C while stirring, and maintain 0-5°C 44 g of concentrated sulfuric acid (0.44 mol, 98%) was slowly added, and the addition was completed dropwise in 1 h; then reacted at 25° C. for 8 h to obtain an organic phosphonium salt reaction solution.

[0049] After desolvating the obtained organic phosphine salt reaction solution, add 1206.0g of water, cool...

Embodiment 3

[0054] The vitamin A acetate in the implementation example 1 was replaced by 119.4g vitamin A alcohol, and other conditions were the same, and the organic phosphonium salt reaction solution was obtained.

[0055] After desolvating the obtained organic phosphine salt reaction solution, add 1206.0g of water, cool down to 5°C, and add 126.9g of NaBO to the reaction system 3 4H 2 O (0.8mol, 97%) was reacted for 12h; the reaction solution was filtered, 300g of methanol was added to the obtained filter cake and refluxed for 2h, and then filtered and dried to obtain 99.5g of β-carotene. The purity by HPLC was 98.0%, and the total yield was 91.0%.

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Abstract

The invention discloses a preparation method of beta-carotene. The method comprises the following steps: adding vitamin A organic phosphine salt into water, and adding perborate at the same time, so that the vitamin A organic phosphine salt is subjected to oxidative coupling reaction to prepare the beta-carotene. According to the method, in the presence of perborate, vitamin A organic phosphine salt is catalyzed to be subjected to oxidative coupling to generate beta-carotene, wherein the perborate can play roles of a catalyst and slowly releasing an oxidizing agent at the same time in a water phase, and the generated beta-carotene can be effectively prevented from being oxidized, so that the product yield is increased.

Description

technical field [0001] The invention relates to a preparation method, in particular to a preparation method of β-carotene, which belongs to the technical field of organic synthesis. Background technique [0002] β-carotene is an important part of carotenoids, which can be used in medicine, food, cosmetics, feed additives, dyes and other fields, and has very broad development prospects. [0003] At present, the synthesis methods of β-carotene are mainly divided into C15+C10+C15 and C20+C20 routes. Due to the symmetrical structure of β-carotene, after vitamin A triphenylphosphine salt is obtained by reacting vitamin A with triphenylphosphine, The process route for generating β-carotene through oxidative coupling reaction of two molecules of organic phosphonium salt is more concise, and the reaction expression is as follows: [0004] [0005] Patents CN101041631A and CN108047112A use the above method to prepare β-carotene, but the reaction is carried out with strong oxidant...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C403/24B01J21/02
CPCC07C403/24B01J21/02C07C2601/16C07B2200/09
Inventor 接鲸瑞王嘉辉张弈宇潘亚男张涛
Owner WANHUA CHEM GRP CO LTD
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