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L-carnitine preparation method

A technology of L-carnitine and organic bases, applied in the preparation of organic compounds, chemical instruments and methods, preparation of cyanide reactions, etc., can solve the requirements of turbidity, which are also very strict, the separation process is complicated, and the workload of enzyme screening is large. and other problems to achieve the effect of reducing difficulty, reducing production costs and reducing energy consumption

Active Publication Date: 2015-04-08
南通宏信化工有限公司
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Problems solved by technology

[0004] The shortcoming that the preparation method of above-mentioned L-carnitine exists is: one, splitting method, no matter be chemical splitting or enzymatic splitting, the research and development cycle is all longer, splitting process route is more complicated, and the screening workload of enzyme is also more Large, and most of them need to use toxic cyanide as raw material
2. The asymmetric chemical synthesis of L-carnitine, the reaction process produces a large amount of sodium chloride. At present, the electrodialysis desalination process is widely used to remove sodium chloride, but the loss of L-carnitine in the desalination process is as high as 25%. In addition, during the operation of the electrodialysis desalination process, the cathode and the membrane are easy to scale, thus affecting the quality of the effluent water and shortening the use time of the instrument; , regular dismantling and washing and other complicated maintenance measures
In addition, the power consumption and water consumption of electrodialysis desalination treatment technology are very high, and the turbidity requirements for influent water are also very strict.

Method used

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Examples

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Effect test

Embodiment 1

[0020] (1) Add 18000g (391.3mol) absolute ethanol in the glass-lined kettle of 100L cleaning and drying, 3000g (18.2mol) ethyl chloroacetoacetate, 100g deionized water, 1.6g formula (V) catalyst (present embodiment Among them, the molar ratio of ethyl chloroacetoacetate:catalyst=10000:1). Seal the reactor to N 2 Replace the air in the reactor, and then use H 2 Replacement of N in the reactor 2 , control H 2 The pressure is 6 atm, and the reaction kettle is placed in an oil bath at 100°C to stir the reaction. After asymmetric catalytic hydrogenation reaction for 6 hours, the ethanol reaction liquid containing (R)-4 chloro-3-hydroxy-butyl ethyl ester is obtained, cooled, and placed in the dark at a low temperature. Its ee value after testing is 96%; (2) the ethanolic solution of 1362g (20.02mol) sodium ethylate is dissolved in the ethanol of the 96% (R)-4 chloro-3 hydroxy-butyl ester ethyl ester that step (1) obtains In the reaction solution, the temperature was lowered to -...

Embodiment 2

[0022] (1) Add 18000g (391.3mol) dehydrated alcohol in 100L clean and dry glass-lined kettle, 3000g (18.2mol) ethyl chloroacetoacetate, 100g deionized water, 32g formula (V) catalyst (in this embodiment , ethyl chloroacetoacetate:catalyst molar ratio=500:1). Seal the reactor to N 2 Replace the air in the reactor, and then use H 2 Replacement of N in the reactor 2 , control H 2 The pressure is 1 atm, the reaction kettle is placed in an 80°C oil bath to stir the reaction, and after the asymmetric catalytic hydrogenation reaction for 12 hours, the ethanol reaction solution containing (R)-4 chloro-3-hydroxy-butyl ethyl ester is obtained, and it is left to cool, and it is kept at a low temperature and protected from light. , after detection its ee value is 92.95%; (2) the ethanolic solution of 1610.1g (23.66mol) sodium ethylate is dissolved in the 92.95% (R)-4 chloro-3 hydroxy-butyl ester ethyl ester that step (1) obtains In the ethanol reaction liquid, cool down to -10~-5°C, a...

Embodiment 3

[0024] (1) Add 18000g (391.3mol) absolute ethanol, 3000g (18.2mol) ethyl chloroacetoacetate, 100g deionized water, 0.4g formula (V) catalyst (chloroacetyl Ethyl acetate:catalyst=40000:1). Seal the reactor to N 2 Replace the air in the reactor, and then use H 2 Replacement of N in the reactor 2 , control H 2 The pressure is 20 atm, and the reaction kettle is placed in an oil bath at 30°C for 48 hours of stirring reaction, and the ethanol reaction liquid of (R)-4 chloro-3-hydroxy-butyl ester ethyl ester is obtained, which is left to cool, and placed in the dark at a low temperature. After testing, its ee value is 92%; (2) the ethanolic solution of 1857.7g (27.3mol) sodium ethylate is dissolved in the ethanol reaction solution of 92% (R)-4 chloro-3 hydroxyl-butyl ester ethyl ester that step (1) obtains, cooling to 10-15°C, add Me under stirring 3 N gas, Me 3 The molar ratio of N to (R)-4 chloro-3-hydroxy-butyl ethyl ester is 3:1, maintain the reaction temperature at 10-15°C...

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Abstract

The invention discloses a L-carnitine preparation method which comprises the following steps: (1), adding an alcohol solvent, a compound shown as a formula (I) and a catalyst with a structural formula (V) into a reaction kettle, sealing the reaction kettle, displacing air in the reaction kettle with nitrogen, then displacing the nitrogen in the reaction kettle with hydrogen, carrying out asymmetric catalytic hydrogenation to obtain an alcohol solution of a compound shown as a formula (II); and (2), adding organic alkali, which can be dissolved in an anhydrous alcohol solvent, in the compound shown as the formula (II), introducing trimethylamine gas while stirring, so as to obtain a compound shown as the formula (III) and a sodium chloride solid; filtering and separating the sodium chloride solid, concentrating and recycling the alcohol solvent, and finally adding water for hydrolysis to realize a compound L-carnitine shown as the formula (IV). By adopting the preparation method provided by the invention, the difficulty in the aftertreatment in greatly reduce, the production cost is further reduced, and the total recovery is higher than 65%.

Description

technical field [0001] The invention relates to a preparation method of L-carnitine. Background technique [0002] L-carnitine (English name L-carnitine), also known as L-carnitine or transliterated carnitine, is a kind of amino acid that promotes the conversion of fat into energy. Red meat is the main source of L-carnitine, which is non-toxic to the human body side effect. Different types of daily diets already contain 5-100 mg of L-carnitine, but the average person can only take in 50 mg a day from meals, and vegetarians take in even less. The main physiological function of L-carnitine is to promote the conversion of fat into energy. Taking L-carnitine can reduce body fat and weight without reducing water and muscle. In 2003, L-carnitine was recognized by the International Obesity Health Organization as the safest Side effects of weight loss nutritional supplements. [0003] The preparation method of L-carnitine commonly used at present has following several kinds: 1, r...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C229/22C07C227/18
Inventor 刘一龙刘纪才陈小萍丁言宣
Owner 南通宏信化工有限公司
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