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A method for preparing all-trans vitamin A acetate

A vitamin and acetate technology, applied in organic chemistry methods, chemical instruments and methods, physical/chemical process catalysts, etc., can solve problems such as poor catalytic activity

Active Publication Date: 2021-12-14
WANHUA CHEM GRP CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Iodine has good catalytic activity for the conversion of 11-cis isomers to 9-cis isomers and all-trans isomers, but it does not catalyze the conversion of 9-cis isomers to all-trans isomers. poor activity

Method used

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  • A method for preparing all-trans vitamin A acetate
  • A method for preparing all-trans vitamin A acetate
  • A method for preparing all-trans vitamin A acetate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Molecular sieve preparation: Take 10g of cetyltrimethylammonium bromide (CTAB) and add it to 120g of pure water, then add 1000g of anhydrous methanol and 200g of concentrated ammonia water respectively, after ultrasonication at room temperature for 30min, add 20g of ethyl orthosilicate dropwise (TEOS), after ultrasonication at room temperature for 30 minutes, suction filtration and washing with pure water until pH=7, drying at 120°C for 100 minutes and grinding into powder, and then roasting in a muffle furnace at 700°C for 6 hours to obtain MCM-48 Molecular sieve. The specific surface area and pore diameter analyzer of the American Quanta Company was used to measure, and the average pore diameter of the molecular sieve prepared by the above method was about 2.6 nm through BJH analysis.

[0042] Preparation of bismuth-modified molecular sieve: Add 0.05g of bismuth nitrate to 100ml of ethylene glycol, stir until completely dissolved, immerse 50g of the prepared molecular s...

Embodiment 2-5

[0046] The preparation process of catalysts CAT2-5 is the same as that of catalyst CAT-1, and the ratio of each material is shown in the following tables 1-3;

[0047] Table 1. Molecular sieve preparation feed list

[0048]

[0049] Table 2. Bismuth modified molecular sieve preparation feed list

[0050]

[0051] Table 3. Bismuth-modified molecular sieve supported iodine catalyst preparation feed list

[0052]

[0053] The isomerization reaction conditions of embodiment 2-5 are shown in Table 4, and the results are shown in Table 5

[0054] Table 4. Isomerization reaction conditions

[0055]

[0056] Table 5. Embodiment 1~5 isomerization experiment result

[0057]

Embodiment 6

[0059] Catalyst life test:

[0060] The preparation of all-trans vitamin A acetate: take by weighing 100gVA crude oil (11-cis isomer content wt23% in the crude oil, 9-cis isomer content 27wt%, all-trans isomer content 35% ) and 400g n-hexane are mixed and prepared into VA crude oil mass fraction as 20% n-hexane solution, add the catalyst CAT-2 prepared in 0.1g embodiment 2, after the reaction system feeds nitrogen replacement 10min, stir reaction at 50 ℃ 3h, the composition of the reaction solution was analyzed by high performance liquid chromatography. After the reaction, the reaction solution was filtered with a sand core funnel, the catalyst was washed with fresh acetone, and the solid catalyst obtained after drying was subjected to the next batch of isomerization experiments. The reaction conditions were the same, and a total of 5 batches were applied. The results are listed in the table 6.

[0061] Table 6. Example 6 isomerization experimental results

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Abstract

The invention provides a method for preparing all-trans vitamin A acetate. The method comprises the following steps: the VA crude oil containing 11-cis vitamin A acetate and 9-cis vitamin A acetate is isomerized under the action of an iodine catalyst to generate all-trans vitamin A acetate, and the iodine catalyst contains an active group Separate iodine and carrier bismuth modified molecular sieves, and use the above-mentioned supported iodine catalyst to efficiently isomerize cis vitamin A acetate, especially 9-cis vitamin A acetate to all-trans vitamin A acetate, and the total conversion rate Up to more than 90%. It has the advantages of low reaction cost, safe and convenient process operation, and high isomerization efficiency.

Description

technical field [0001] The invention relates to a method for preparing all-trans vitamin A acetate. Background technique [0002] Vitamin A acetate is an important class of medicines, used for the treatment of night blindness, dry eyes, corneal softening and dry skin; it can promote the growth and development of the human body, and can enhance the resistance to diseases; at the same time, vitamin A is also an important feed additives. Vitamin A acetate has a variety of cis and trans isomers, the common ones are 11-cis vitamin A acetate, 9-cis vitamin A acetate, 13-cis vitamin A acetate and all-trans vitamin A acetate . Among them, all-trans vitamin A acetate has the highest biological activity, so how to convert the cis isomer into the all-trans isomer is a very important reaction process. [0003] Vitamin A acetate has different synthetic routes, the most representative ones being the C6+C14 route of Roche and the C5+C15 route of Basf. The isomer composition of crude VA...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C403/12B01J29/03
CPCC07C403/12B01J29/0341C07C2601/16C07B2200/09B01J2229/18
Inventor 张旭潘亚男翟文超吕英东张涛
Owner WANHUA CHEM GRP CO LTD
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