Preparation method of inositol fatty acid ester

By repeatedly heating and stirring acetyl chloride with fatty acids and inositol solutions, combined with ethanol layering treatment, the problems of low purity and yield of inositol fatty acid esters were solved, and high-purity inositol fatty acid esters were prepared efficiently.

CN121537285APending Publication Date: 2026-02-17HENAN QIE GRAIN & OIL MASCH CO LTD
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Patent Information

Application Number
CN202511598357.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-11-04
Publication Date
2026-02-17

AI Technical Summary

Technical Problem

The purity and yield of inositol fatty acid esters in existing technologies are low, making it difficult to meet the requirements for efficient preparation.

Method used

Acetyl chloride was reacted with fatty acids and inositol solution under vacuum conditions, followed by the addition of ethanol for layering. Inositol fatty acid esters were generated through repeated heating and stirring, thereby improving the utilization rate of fatty acids and the yield of inositol fatty acid esters.

Benefits of technology

It improved the yield of inositol fatty acid esters, thereby increasing the purity and utilization rate of the product.

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Abstract

The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of inositol fatty acid ester. The method comprises the following steps: (1) mixing acetyl chloride and fatty acid, adding an inositol solution, heating to 80-150 DEG C while stirring under a vacuum condition, and reacting for 20-30 minutes to obtain a mixed solution; and (2) adding ethanol into the mixed solution in the step (1), stirring for 2-3 minutes, standing, layering, separating an upper solution from a lower solution, heating the upper solution at 80-110 DEG C for 5-8 minutes, adding acetyl chloride and an inositol solution, heating to 80-150 DEG C while stirring under a vacuum condition, reacting for 20-30 minutes, and merging with the upper solution to obtain the inositol fatty acid ester. The yield of the prepared inositol fatty acid ester is high.
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Description

TECHNICAL FIELD

[0001] The application belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of myo-inositol fatty acid ester. BACKGROUND

[0002] Myo-inositol is a polyhydroxyl compound with a cyclic six-membered structure, is a precursor of lipid-like phosphoric acid compounds, participates in the construction of cell membranes, cell metabolism, endocrine regulation, and the regulation of gene expression, and has physiological effects such as promoting lipid metabolism, simulating insulin function, and reducing blood sugar. Myo-inositol fatty acid ester has the effects of promoting fat metabolism and preventing fat deposition in the human body, especially in the cardiovascular system. Myo-inositol fatty acid ester is easily hydrolyzed into myo-inositol in the human body and is absorbed by the human body. A commonly used myo-inositol fatty acid ester synthesis method is to use an acyl chloride method for reaction. The myo-inositol fatty acid ester prepared by the method has low purity and low yield. Therefore, the prior art needs to be further improved. SUMMARY

[0003] The purpose of the present application is to provide a preparation method of myo-inositol fatty acid ester with high yield.

[0004] In order to achieve the above purpose, the present application adopts the following technical scheme: A preparation method of myo-inositol fatty acid ester, comprising the following steps: (1) mixing acetyl chloride and fatty acid, then adding a myo-inositol solution, heating to 80-150 DEG C under vacuum while stirring, reacting for 20-30 min to obtain a mixed solution; (2) adding ethanol to the mixed solution in step (1), stirring for 2-3 min, then separating the upper layer solution and the lower layer solution after standing, heating the upper layer solution to 80-110 DEG C for 5-8 min, then adding acetyl chloride and a myo-inositol solution, heating to 80-150 DEG C under vacuum while stirring, and combining the upper layer solution after reacting for 20-30 min to obtain myo-inositol fatty acid ester.

[0005] Preferably, the mass-volume ratio of acetyl chloride, fatty acid, and myo-inositol solution in step (1) is 15-25 ml: 10-15 g: 35-40 ml.

[0006] Preferably, the mass-volume ratio of the mixed solution, ethanol, acetyl chloride, and myo-inositol solution in step (2) is 50-60 ml: 10-15 ml: 5-10 ml: 10-15 ml.

[0007] Preferably, the mass percentage of the myo-inositol solution is 50-60%.

[0008] Preferably, the stirring rate in step (1) is 200-500 rpm.

[0009] Preferably, in step (2), the stirring rate of the mixture neutralizing ethanol is 70-80 rpm, and the stirring rate of the upper solution with acetyl chloride and inositol solution is 200-500 rpm.

[0010] This invention uses acetyl chloride to react with fatty acids to generate fatty acid acyl chloride. The fatty acid acyl chloride readily reacts with inositol to generate inositol fatty acid esters and fatty acids. After adding ethanol, the fatty acids dissolve in the ethanol and separate into layers with the inositol fatty acid esters. The inositol fatty acid esters are located in the lower layer. After separating the upper layer of fatty acid and ethanol mixture, a small amount of acetyl chloride and inositol solution is added again and the reaction is continued by heating. The resulting inositol fatty acid esters are combined with the lower layer of inositol fatty acid esters from the first reaction, thereby improving the utilization rate of fatty acids and the yield of inositol fatty acid esters. Detailed Implementation

[0011] Example 1: A method for preparing an inositol fatty acid ester comprises the following steps: (1) mixing acetyl chloride with fatty acid, then adding an inositol solution, and heating to 80 °C while stirring under vacuum conditions, reacting for 20 min to obtain a mixed solution; (2) Add ethanol to the mixture in step (1), stir for 2 min, let stand and separate into layers, separate the upper and lower solutions, heat the upper solution at 80°C for 5 min, then add acetyl chloride and inositol solution, heat to 80°C while stirring under vacuum, react for 20 min and then combine with the upper solution to obtain inositol fatty acid ester.

[0012] In step (1), the mass-to-volume ratio of acetyl chloride, fatty acid and inositol solution is 15 ml: 10 g: 35 ml.

[0013] In step (2), the mass-volume ratio of the mixture, ethanol, acetyl chloride and inositol solution is 50 ml: 10 ml: 5 ml: 10 ml.

[0014] The inositol solution has a mass percentage of 50%.

[0015] The stirring rate in step (1) is 200 rpm.

[0016] In step (2), the stirring rate of the mixture and ethanol is 70 rpm, and the stirring rate of the upper solution with acetyl chloride and inositol solution is 200-500 rpm.

[0017] The yield of inositol fatty acid esters obtained using the above method was 98.2%. Example 2: A method for preparing an inositol fatty acid ester comprises the following steps: (1) mixing acetyl chloride with fatty acid, then adding an inositol solution, and heating to 100 °C under vacuum conditions while stirring, reacting for 25 min to obtain a mixed solution; (2) Add ethanol to the mixture in step (1), stir for 2.5 min, let stand and separate into layers, separate the upper and lower solutions, heat the upper solution at 100℃ for 5-8 min, then add acetyl chloride and inositol solution, heat to 100℃ while stirring under vacuum, react for 25 min and then combine with the upper solution to obtain inositol fatty acid ester.

[0018] In step (1), the mass-to-volume ratio of acetyl chloride, fatty acid and inositol solution is 20 ml: 12 g: 38 ml.

[0019] In step (2), the mass-volume ratio of the mixture, ethanol, acetyl chloride and inositol solution is 55 ml: 13 ml: 8 ml: 12 ml.

[0020] The inositol solution has a mass percentage of 55%.

[0021] The stirring rate in step (1) is 300 rpm.

[0022] In step (2), the stirring rate of the mixture and ethanol is 75 rpm, and the stirring rate of the upper solution with acetyl chloride and inositol solution is 300 rpm.

[0023] The yield of inositol fatty acid esters obtained using the above method was 97.9%.

[0024] Example 3: A method for preparing an inositol fatty acid ester comprises the following steps: (1) mixing acetyl chloride with fatty acid, then adding an inositol solution, and heating to 150 °C under vacuum conditions while stirring, and reacting for 30 min to obtain a mixed solution; (2) Add ethanol to the mixture in step (1), stir for 3 min, let stand and separate into layers, separate the upper and lower solutions, heat the upper solution at 110°C for 8 min, then add acetyl chloride and inositol solution, heat to 150°C while stirring under vacuum, react for 30 min and then combine with the upper solution to obtain inositol fatty acid ester.

[0025] In step (1), the mass-to-volume ratio of acetyl chloride, fatty acid and inositol solution is 25 ml: 15 g: 40 ml.

[0026] In step (2), the mass-volume ratio of the mixture, ethanol, acetyl chloride and inositol solution is 60 ml: 15 ml: 10 ml: 15 ml.

[0027] The inositol solution has a mass percentage of 60%.

[0028] The stirring rate in step (1) is 500 rpm.

[0029] In step (2), the stirring rate of the mixture and ethanol is 80 rpm, and the stirring rate of the upper solution with acetyl chloride and inositol solution is 200-500 rpm.

[0030] The yield of inositol fatty acid esters obtained using the above method was 98.5%.

Claims

1. A method for preparing inositol fatty acid esters, characterized in that, The mixture consists of the following steps: (1) After mixing acetyl chloride with fatty acids, add inositol solution, and heat to 80-150 °C while stirring under vacuum conditions. After reacting for 20-30 min, a mixed solution is obtained. (2) Add ethanol to the mixture in step (1), stir for 2-3 minutes, let stand and separate into layers, separate the upper and lower layers, heat the upper layer at 80-110℃ for 5-8 minutes, add acetyl chloride and inositol solution, heat to 80-150℃ while stirring under vacuum, react for 20-30 minutes and then combine with the upper layer to obtain inositol fatty acid ester.

2. The method for preparing inositol fatty acid esters according to claim 1, characterized in that, In step (1), the mass-to-volume ratio of acetyl chloride, fatty acid, and inositol solution is 15-25 ml: 10-15 g: 35-40 ml.

3. The method for preparing inositol fatty acid esters according to claim 1, characterized in that, In step (2), the mass-volume ratio of the mixture, ethanol, acetyl chloride and inositol solution is 50-60 ml: 10-15 ml: 5-10 ml: 10-15 ml.

4. The method for preparing inositol fatty acid esters according to claim 1, characterized in that, The inositol solution has a mass percentage of 50-60%.

5. The method for preparing inositol fatty acid esters according to claim 1, characterized in that, The stirring rate in step (1) is 200-500 rpm.

6. The method for preparing inositol fatty acid esters according to claim 1, characterized in that, In step (2), the stirring rate of the mixture and ethanol is 70-80 rpm, and the stirring rate of the upper solution with acetyl chloride and inositol solution is 200-500 rpm.