Method for preparing macrocyclic musk-cyclopentadecalactone by using garlic fruit oil

Abstract

The invention discloses a method for preparing macrocyclic musk-cyclopentadecanolide from malania oleifera oil. The nervonic acid ester separation and purification process in which primary purification is carried out through recrystallization and secondary purification is carried out through molecular distillation is achieved by means of esterification treatment on malania oleifera oil and small molecular alcohol, and a guarantee is provided for producing high-purity cyclopentadecanolide; nonyl alcohol and 15-hydroxyl sodium pentadecanoate are obtained through ozonization and reduction of nervonic acid ester and saponification treatment, 15-hydroxyl sodium pentadecanoate is sodium slat, has the certain water solubility and can be separated from nonyl alcohol through dissolving and extraction of a water solution, and therefore the high-purity 15-hydroxyl sodium pentadecanoate is obtained. The improvement is beneficial to solving the problems that multiple side reactions are caused and separation and purification are difficult, and high-purity cyclopentadecanolide can be obtained. All the solvents adopted in the process are reagents low in boiling point and easy to recycle, contain no heavy metal or pollutant difficult to remove and can be repeatedly used, environmental pollution is reduced, and the production cost is reduced.

Description

technical field [0001] The invention belongs to the technical field of spice development and synthesis, in particular to a method for preparing macrocyclic musk-cyclopentadecanolide by using garlic oil. Background technique [0002] Natural musk is a precious spice, and together with ambergris, civet incense and castoreum, it is known as the four most precious and rare animal spice in the world. It is widely used in flavors and fragrances, tobacco, food, daily chemicals and other industries. However, due to the fact that its source is mainly the mature male sachet of deer family, the source is single, and it is difficult to obtain a large amount, which leads to the high price of natural musk. Therefore, it is practical to prepare compounds that are close to natural musk active substances by synthetic methods. significance. [0003] Cyclopentadecanolide (Cyclopentadecanolide), also known as flavus, belongs to macrolide musk, and its molecular structure is: [0004] [00...

AI Technical Summary

Problems solved by technology

In comparison, the purity of the cyclopentadecanolactone obtained by the first operational route is higher, but the synthesis steps are longer, and the yield of cyclopentadelide is lower, and because the first step has just adopted the method of saponification and acidification The treatment process obtains mixed fatty acids, and the melting and boiling points of fatty acids are relatively high, so the separation and purification can only be performed by solvent crystallization. This process has a good effect on removing oleic acid, but it has no effect on erucic acid with a content of about 13%. How much effect, and erucic acid can form 13-hydroxytridecanoic acid in follow-up process, can cause the purity decline of final product; It will cause ozonation reaction of oleic acid, erucic acid, nervonic acid, etc., and then form a mixture of nonanol, octanol and hydroxyglycerides, and continue saponification and acidification to generate 9-hydroxynonanoic acid and 13-hydroxydecanoic acid. Tridecanoic acid, 15-hydroxypentadecanoic acid, nonyl nonanoate, etc. These compounds have similar properties and are difficult to separate and purify. Therefore, although the second process uses less operations, the purity of the final product is lower.

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