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Preparation method of creatine ethyl ester hydrochloride

A technology of creatine ethyl ester hydrochloride and creatine ethyl ester is applied in the field of preparation of creatine ethyl ester hydrochloride, can solve problems such as environmental hazards, slow reaction speed, long reaction time, etc. less pollution

Inactive Publication Date: 2015-01-07
ZHANG JIA GANG VINSCE BIO PHARM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the use of acetyl chloride has two disadvantages: First, the reaction rate is slow, so the reaction time is long
During the reaction, thionyl chloride will release hydrogen chloride and sulfur dioxide, causing harm to the environment

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Esterification reaction: Dissolve 13.1g of creatine in 260ml of ethanol, add 20g of strong acid resin HD-8 at 0°C, stir at 5°C for 10 minutes, raise the temperature to 80°C, and reflux for 7 hours to prepare creatine ethyl ester with a purity of Up to 99.5%.

[0027] Salt-forming reaction: Dissolve 15.9 g of ethyl creatine in 159 ml of ethanol, add 12 ml of 37% hydrochloric acid dropwise at 2°C, and stir for 4 hours to prepare ethyl creatine hydrochloride with a purity of 99.1%.

Embodiment 2

[0029] Esterification reaction: Dissolve 13.1g of creatine in 522ml of ethanol-ethyl acetate, add 40g of p-toluenesulfonic acid at 3°C, stir at 2°C for 14 minutes, heat up to 60°C, and reflux for 8 hours to prepare creatine ethyl Esters with a purity of 98.8%.

[0030] Salt-forming reaction: Dissolve 15.9g of ethyl creatine in 100ml of ethyl acetate, add 20ml of 30% hydrochloric acid dropwise at 10°C, and stir for 2 hours to prepare ethyl creatine hydrochloride with a purity of 98.5%.

Embodiment 3

[0032] Esterification reaction: Dissolve and disperse 13.1g creatine in 70ml ethanol, add 10g concentrated sulfuric acid at 5°C, stir at 0°C for 20 minutes, raise the temperature to 40°C, and reflux for 4h to prepare creatine ethyl ester with a purity of 85.6 %.

[0033] Salt-forming reaction: Dissolve 15.9g of ethyl creatine in 800ml of ethanol-ethyl acetate mixed solvent, add 50ml of 10% hydrochloric acid dropwise in an environment of 25°C, stir for 4 hours, and prepare ethyl creatine hydrochloride with a purity of Up to 99.7%.

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PUM

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Abstract

The invention discloses a preparation method of creatine ethyl ester hydrochloride. The preparation method comprises the following steps: a) esterification reaction: preparing creatine ethyl ester from creatine; and b) salt-forming reaction: preparing creatine ethyl ester hydrochloride by forming a salt from creatine ethyl ester under the action of hydrochloric acid. The preparation method disclosed by the invention synthesizes creatine ethyl ester hydrochloride by a two-step method, the process is easy to operate, little pollution is produced, and a liquid acid or solid acid is used for replacing hydrogen chloride, acetyl chloride, thionyl chloride and other strongly volatile acids, thereby being environment-friendly and safe.

Description

technical field [0001] The application belongs to the field of organic chemistry, in particular to a preparation method of ethyl creatine hydrochloride. Background technique [0002] Creatine, or guanidinoglycine, is an amino acid found in the human body that helps provide energy to muscle and nerve cells. It provides fast energy, increases strength, builds muscle, and speeds up recovery from fatigue. Creatine can also be used to prepare medicines, and has certain curative effects on various metabolic disorders. Creatine is mainly found in foods such as fish and meat, but in small amounts, which is why creatine is very popular as a supplement. [0003] However, creatine has the characteristics of low water solubility and low permeability, and its absorption is poor when taken directly. After structural modification, it is prepared as creatine ethyl ester hydrochloride, which is more conducive to its absorption. [0004] The preparation of creatine ethyl ester hydrochlorid...

Claims

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Application Information

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IPC IPC(8): C07C279/14C07C277/08
Inventor 彭学东张梅赵金召弓旻
Owner ZHANG JIA GANG VINSCE BIO PHARM
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