CN109796367B - Preparation method and application of N-fatty acyl ethanolamine product - Google Patents
Preparation method and application of N-fatty acyl ethanolamine product Download PDFInfo
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Abstract
The invention belongs to the technical field of N-fatty acyl ethanolamine products, and particularly relates to a preparation method and application of an N-fatty acyl ethanolamine product. According to the invention, the N-fatty acyl ethanolamine product is obtained by leaching and separating lotus plumule, the boiling points of the first solvent, the second solvent and the third solvent are 30-100 ℃, the N-fatty acyl ethanolamine product belongs to a volatile reagent, the N-fatty acyl ethanolamine product is easy to remove, no organic reagent residue exists, and the problem of triethylene diamine residue existing in the existing preparation method of the N-fatty acyl ethanolamine product is solved.
Description
Technical Field
The invention belongs to the technical field of N-fatty acyl ethanolamine products, and particularly relates to an N-fatty acyl ethanolamine product and a preparation method thereof.
Background
The N-fatty acyl ethanolamine product is a small molecule with various biological activities, and can be used for producing surfactants, scurf removing agents for regulating scalp grease, cosmetic additives, leather softeners and the like.
Currently, N-fatty acyl ethanolamine products are obtained by reacting ethanolamine with ethyl acetate by taking triethylene diamine as a catalyst. However, ethanolamine is a toxic organic compound, and triethylene diamine is a strong basic compound, has irritation to skin, belongs to a soluble substance, has a boiling point as high as 174 ℃, and is easy to generate residues in the process of synthesizing an N-fatty acyl ethanolamine product.
Disclosure of Invention
In view of the above, the invention provides a preparation method and an application of an N-fatty acyl ethanolamine product, wherein the N-fatty acyl ethanolamine product has no potential organic reagent residue and is used for solving the problem of triethylene diamine residue in the existing preparation method of the N-fatty acyl ethanolamine product.
The specific technical scheme of the invention is as follows:
a method for preparing an N-fatty acyl ethanolamine product comprises the following steps:
a) leaching the lotus plumule by using a first solvent, and removing insoluble substances to obtain a leaching substance;
b) extracting the extract with a second solvent and a third solvent in sequence, and taking a third solvent extraction liquid to obtain an extract;
c) performing first separation on the extract by adopting a silica gel column normal phase chromatography to obtain a first separation liquid;
d) performing second separation on the first separation liquid by adopting ODS (oxide dispersion strengthened) column reverse phase chromatography to obtain a second separation liquid, and removing the eluent to obtain an N-fatty acyl ethanolamine product;
wherein the first solvent comprises one or more of methanol, ethanol, ethyl acetate, and water; the second solvent comprises n-hexane and/or petroleum ether; the third solvent includes isopropanol, ethyl acetate and/or chloroform.
Preferably, the N-fatty acyl ethanolamine product comprises one or more compounds shown in a formula (I);
wherein R is selected from-C15H31、R1Or R2One of (1);
preferably, the leaching of step a) is reflux leaching;
the temperature of the reflux extraction is 10-150 ℃;
the time of the reflux leaching is 0.5 to 80 hours.
Preferably, the mass-to-volume ratio of the lotus plumule to the first solvent in the step a) is 1 g: 10mL to 15 mL.
Preferably, the eluent for the normal phase chromatography on silica gel column in step c) comprises one or more of methanol, ethanol, ethyl acetate, petroleum ether and dichloromethane;
and d) eluting the ODS column reverse phase chromatography with methanol-water, methanol-water-0.01% formic acid or acetonitrile-water.
Preferably, the silica gel column normal phase chromatography and the ODS column reverse phase chromatography are both eluted in a gradient manner.
Preferably, after the step d), the method further comprises:
and performing third separation on the N-fatty acyl ethanolamine product by adopting a preparative high performance liquid chromatography to obtain the N-fatty acyl ethanolamine compound.
Preferably, the preparative high performance liquid chromatographyThe chromatographic column of the method is C18Chromatography column or C8A chromatographic column;
the detection wavelength of the preparative high performance liquid chromatography is 200 nm-230 nm;
the mobile phase of the preparative high performance liquid chromatography is methanol-water or acetonitrile-water;
the flow rate of the preparative high performance liquid chromatography is 3ml/min to 6 ml/min.
Preferably, the elution mode of the preparative high performance liquid chromatography is isocratic elution.
The invention also provides application of the N-fatty acyl ethanolamine product prepared by the preparation method in daily chemicals.
In summary, the invention provides a preparation method of an N-fatty acyl ethanolamine product, which comprises the following steps: a) leaching the lotus plumule by using a first solvent, and removing insoluble substances to obtain a leaching substance; b) extracting the extract with a second solvent and a third solvent in sequence, and taking a third solvent extraction liquid to obtain an extract; c) performing first separation on the extract by adopting a silica gel column normal phase chromatography to obtain a first separation liquid; d) performing second separation on the first separation liquid by adopting ODS (oxide dispersion strengthened) column reverse phase chromatography to obtain a second separation liquid, and removing the eluent to obtain an N-fatty acyl ethanolamine product; wherein the first solvent comprises one or more of methanol, ethanol, ethyl acetate, and water; the second solvent comprises n-hexane and/or petroleum ether; the third solvent includes isopropanol, ethyl acetate and/or chloroform. According to the invention, the N-fatty acyl ethanolamine product is obtained by leaching and separating lotus plumule, the boiling points of the first solvent, the second solvent and the third solvent are 30-100 ℃, the N-fatty acyl ethanolamine product belongs to a volatile reagent, the N-fatty acyl ethanolamine product is easy to remove, no organic reagent residue exists, and the problem of triethylene diamine residue existing in the existing preparation method of the N-fatty acyl ethanolamine product is solved.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings used in the description of the embodiments or the prior art will be briefly described below.
FIG. 1 is a peak appearance diagram of the third separation by preparative high performance liquid chromatography in example 1 of the present invention;
FIG. 2 shows NMR of Compound 1 prepared in example 1 of the present invention1H, spectrogram;
FIG. 3 shows NMR of Compound 2 prepared in example 1 of the present invention1H, spectrogram;
FIG. 4 shows NMR of Compound 3 prepared in example 1 of the present invention1H, spectrogram;
FIG. 5 shows NMR spectra of Compound 1 prepared in example 1 of the present invention13C, spectrum;
FIG. 6 shows NMR of Compound 2 prepared in example 1 of the present invention13C, spectrum;
FIG. 7 shows NMR spectra of Compound 3 prepared in example 1 of the present invention13And C, spectrum.
Detailed Description
The invention provides a preparation method and application of an N-fatty acyl ethanolamine product, which are used for solving the problem of triethylene diamine residue in the existing preparation method of the N-fatty acyl ethanolamine product.
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
A method for preparing an N-fatty acyl ethanolamine product comprises the following steps:
a) leaching the lotus plumule by using a first solvent, and removing insoluble substances to obtain a leaching substance;
b) extracting the extract with a second solvent and a third solvent in sequence, and taking a third solvent extraction liquid to obtain an extract;
c) performing first separation on the extract by adopting a silica gel column normal phase chromatography to obtain a first separation liquid;
d) performing second separation on the first separation liquid by adopting ODS (oxide dispersion strengthened) column reverse phase chromatography to obtain a second separation liquid, and removing the eluent to obtain an N-fatty acyl ethanolamine product;
wherein the first solvent comprises one or more of methanol, ethanol, ethyl acetate, and water; the second solvent comprises n-hexane and/or petroleum ether; the third solvent includes isopropanol, ethyl acetate and/or chloroform.
In the embodiment of the invention, the N-fatty acyl ethanolamine product is obtained by leaching and separating lotus plumule, the boiling points of the first solvent, the second solvent and the third solvent are 30-100 ℃, the first solvent, the second solvent and the third solvent belong to volatile reagents, the volatile reagents are easy to remove, no organic reagent residue exists, and the problem of triethylene diamine residue existing in the existing preparation method of the N-fatty acyl ethanolamine product is solved.
It should be noted that, the silica gel column normal phase chromatography refers to the use of silica gel column, and the polarity of the stationary phase is greater than that of the mobile phase; ODS column reverse phase chromatography means that an ODS column is used, and the polarity of the stationary phase is smaller than that of the mobile phase.
Lotus plumule (Plumula nelumbinis), also known as Nelumbo nucifera Job's tears, Coix lachryma-jobi and Nelumbo nucifera, was first found in Tang dynasty in "edible herbal medicine", which is a dry embryo in mature seed of lotus of perennial aquatic plant of Nymphaeaceae. The main producing areas are distributed in Hunan, Hubei, Fujian, Jiangsu, Zhejiang and Jiangxi provinces of China. The lotus plumule contains various chemical components, such as alkaloids, flavonoids, volatile oil, organic acids, and the like. The lotus plumule is cold in nature and bitter in taste, enters heart and kidney channels, has the effects of clearing heart fire and soothing nerves, communicating heart and kidney and arresting seminal emission and stopping bleeding, is used for treating diseases such as heat entering pericardium, coma and delirium, heart and kidney imbalance, insomnia and spermatorrhea, blood heat and hematemesis and the like, and is one of the commonly used traditional Chinese medicines with the effects of clearing heat and removing toxicity.
In the embodiment of the invention, the lotus plumule is dry lotus plumule, the N-fatty acyl ethanolamine product is obtained by leaching and separating the lotus plumule, the preparation of the N-fatty acyl ethanolamine product is carried out by taking the lotus plumule as a target plant, the application of the lotus plumule is developed, and a new method is provided for the preparation of the N-fatty acyl ethanolamine product.
In embodiments of the invention, the N-fatty acyl ethanolamine product comprises one or more compounds of formula (I);
wherein R is selected from-C15H31、R1Or R2One of (1);
r is-C15H31The compound shown in the formula (I) is a compound 1; r is R1The compound shown as the formula (I) is a compound 2, and R is R2The compound shown in the formula (I) is a compound 3.
In the embodiment of the invention, the leaching in the step a) is to soak the dried lotus plumule overnight by adopting a certain volume of first solvent, and then reflux leaching;
the temperature of the reflux extraction is 10-150 ℃, preferably 50-80 ℃, and more preferably 52 ℃;
the time of the reflux leaching is 0.5 to 80 hours, preferably 4 to 12 hours, and more preferably 6 hours.
In the embodiment of the invention, the mass volume ratio of the lotus plumule in the step a) to the solvent is 1 g: 10mL to 15 mL.
In the embodiment of the invention, the leaching time in the step a) is 1-4 times, preferably 3 times; step a) removing insoluble matter by filtration or centrifugation; after the removal of insoluble matter, concentration under reduced pressure is preferably included, more preferably concentration under reduced pressure at 50 ℃ using a rotary evaporator to obtain an extract.
After step a), step b) will preferably also comprise dispersing the extract in an equal volume of water, followed by extraction with the second solvent and the third solvent in that order.
After the third solvent extraction liquid is taken in the step b), vacuum reduced pressure drying is preferably further included, and an extract is obtained.
In the embodiment of the present invention, the second solvent in step b) is preferably petroleum ether, and the third solvent is preferably ethyl acetate. And (3) after the second solvent is adopted for extraction, removing the second solvent layer, and extracting with a third solvent to obtain a third solvent layer, namely a third solvent extraction liquid.
Step a) preferably comprises: taking dry lotus plumule, soaking the lotus plumule overnight by 80% ethanol, heating, refluxing and leaching for 3 times, wherein the mass volume ratio of the dry lotus plumule to the 80% ethanol is 1 g: 12mL, leaching for 6 hours each time, mixing ethanol leaching liquor obtained after 3 times of reflux leaching, and concentrating under reduced pressure to obtain ethanol extract; step b) preferably comprises: and extracting the ethanol extract with petroleum ether and ethyl acetate of equal volume for 3 times, mixing ethyl acetate extracts, and concentrating under reduced pressure to obtain ethyl acetate extract.
In the embodiment of the present invention, the eluent for the normal phase chromatography on silica gel column in step c) comprises one or more of methanol, ethanol, ethyl acetate, petroleum ether and dichloromethane, preferably dichloromethane-methanol or petroleum ether-ethyl acetate;
the eluent for the step d) ODS column reverse phase chromatography comprises methanol-water, methanol-water-0.01% formic acid or acetonitrile-water, preferably methanol-water.
In the embodiment of the invention, the elution modes of the silica gel column normal phase chromatography and the ODS column reverse phase chromatography are gradient elution.
Step c) preferably comprises: gradient elution is carried out on the extract by adopting eluents with different proportions, 3-4 column retention volumes are eluted by the eluents with each proportion, and the solution eluted by the eluents with different proportions is respectively subjected to reduced pressure concentration to obtain a first separated extract;
step c) more preferably comprises: the extracts were sequentially treated with petroleum ether: ethyl acetate (v/v) ═ 10: 0; 9: 1; 8: 2; 7: 3; 6: 4; gradient elution with eluent 5:5 and 0:10, eluting 3-4 column retention volumes per ratio of eluent, and mixing petroleum ether: concentrating the eluted part of ethyl acetate (v/v) ═ 8:2 under reduced pressure to obtain a first separated extract;
note that the column retention volume is the volume of eluent flowing out from the start of sample introduction to the time when the sample is collected.
Step d) preferably comprises: and (3) carrying out gradient elution on the first separated extract by using 10% methanol, 30% methanol, 50% methanol, 70% methanol, 90% methanol and pure methanol respectively in sequence, eluting 3-4 column retention volumes by using an eluent in each proportion, and carrying out reduced pressure concentration on a solution obtained by eluting by using 90% methanol to obtain a second separated extract, namely an N-fatty acyl ethanolamine product.
In the embodiment of the invention, the extract is obtained by extracting with the first solvent, so that N-fatty acyl ethanolamine substances in lotus plumule can be extracted, but the extract also comprises flavone, alkaloid, organic acid and small polar molecules; the second solvent comprises N-hexane and/or petroleum ether and is a low-polarity organic solvent, and the N-fatty acyl ethanolamine substances are not easy to dissolve in the second solvent, so that the second solvent is adopted for extraction to play a role in rough separation; and extracting the N-fatty acyl ethanolamine substances by using a third solvent to obtain an extract which comprises part of flavonoid glycoside compounds and the N-fatty acyl ethanolamine substances. The N-fatty acyl ethanolamine substances can be enriched and purified by silica gel column normal phase chromatography and ODS column reverse phase chromatography, wherein the silica gel column normal phase chromatography can remove a part of small polar impurities remained in the second solvent extraction, and the ODS column reverse phase chromatography can remove some impurities with larger polarity.
In the embodiment of the present invention, after step d), the method further includes:
and performing third separation on the N-fatty acyl ethanolamine product by adopting a preparative high performance liquid chromatography to obtain the N-fatty acyl ethanolamine compound.
In the embodiment of the invention, the preparative high performance liquid chromatography adopts an Shimadzu SPD-20A instrument.
The chromatographic column of the preparative high performance liquid chromatography is C18Chromatography column or C8Chromatography column, preferably C18Chromatography column, C18The chromatographic column is preferably C with the specification of 20ID multiplied by 250mm produced by Cosmosil18A chromatographic column;
the detection wavelength of the preparative high performance liquid chromatography is 200nm to 230nm, preferably 210 mm;
the mobile phase of the preparative high performance liquid chromatography is methanol-water or acetonitrile-water;
the flow rate of preparative high performance liquid chromatography is 3ml/min to 6ml/min, preferably 4 ml/min.
The elution mode of the preparative high performance liquid chromatography is isocratic elution.
In the prior art, an N-fatty acyl ethanolamine product is obtained by a synthesis method, so that the N-fatty acyl ethanolamine product has potential organic reagent residues. Compared with the N-fatty acyl ethanolamine synthesized by the prior art, petroleum ether, dichloromethane, methanol, ethyl acetate and the like used in the preparation process belong to volatile reagents, are easy to remove, have no potential organic reagent residue, and the preparation method has the advantages of low cost, simple operation and the like.
The embodiment of the invention also provides application of the N-fatty acyl ethanolamine product prepared by the preparation method in daily chemicals. The N-fatty acyl ethanolamine product disclosed by the embodiment of the invention has no organic reagent residue, has the purity of over 90 percent, is high in purity, is applied to daily chemicals, and cannot cause damage to skin after being used for a long time.
For a further understanding of the invention, reference will now be made in detail to the following examples.
Example 1
This example carried out the preparation of an N-fatty acylethanolamine product, comprising the following steps:
(1) soaking 20.5kg of dried lotus plumule in 80% methanol with volume of 12 times for overnight, heating, refluxing and leaching for 3 times at 52 deg.C for 6 hr each time to remove insoluble substances, mixing ethanol leaching solutions obtained after 3 times of reflux leaching, and drying under reduced pressure to obtain extract;
(2) dispersing the extract in water with the same volume, and sequentially extracting with petroleum ether and ethyl acetate to obtain petroleum ether extract and ethyl acetate extract respectively;
(3) taking ethyl acetate extract, and drying under vacuum and reduced pressure to obtain 6.9g of ethyl acetate extract;
(4) the ethyl acetate extract was subjected to a first separation by normal phase chromatography on silica gel column with petroleum ether-ethyl acetate as eluent according to the following ratio of petroleum ether: ethyl acetate (v/v) ═ 10: 0; 9: 1; 8: 2; 7: 3; 6: 4; 5: 5; the ethyl acetate extracts were eluted sequentially at a ratio of 0:10, each eluting 3-4 column retention volumes, and for petroleum ether: concentrating the eluted part of ethyl acetate (v/v) ═ 8:2 under reduced pressure to obtain a first separated extract;
(5) performing second separation on the first separated extract by adopting ODS (ozone depleting substance) column reverse phase chromatography, eluting the first separated extract by using methanol-water as an eluent and sequentially and respectively using 30% methanol, 50% methanol, 70% methanol, 90% methanol and pure methanol, eluting 3-4 column retention volumes by using the eluent of each proportion, and performing reduced pressure concentration on the solution of 2-4 column retention volumes eluted by using the 90% methanol to obtain a second separated extract, namely an N-fatty acyl ethanolamine product;
(6) purifying N-fatty acyl ethanolamine product by preparative high performance liquid chromatography with Shimadzu SPD-20A instrument and C as chromatographic column18A packed cosmosil chromatographic column (20ID multiplied by 250mm), a mobile phase of 32% methanol-water, a detection wavelength of 210nm, a flow rate of 5.2ml/min and a sample amount of 120 mul, please refer to fig. 1, which is a peak drawing of the purification by preparative high performance liquid chromatography in example 1 of the present invention, peaks with retention time of 20-40min are respectively collected according to the peak drawing in fig. 1 to obtain a first collected solution, a second collected solution and a third collected solution, and then purified N-fatty acyl ethanolamine products including compound 1, compound 2 and compound 3 are respectively obtained by reduced pressure concentration.
Example 2
In this example, the purified N-fatty acyl ethanolamine product prepared in example 1 was subjected to nmr detection, and the results are shown in fig. 2 to fig. 7, table 1 and table 2, and fig. 2 to fig. 4 sequentially show compound 1 and compound combination prepared in example 1 of the present inventionNuclear magnetic resonance of object 2 and compound 31H spectrum, FIGS. 5 to 7 are respectively the NMR spectra of compound 1, compound 2 and compound 3 prepared in example 1 of the present invention13C spectrum, Table 1 shows NMR spectra of Compound 1, Compound 2 and Compound 3 prepared in example 1 of the present invention1H spectrum data, Table 2 shows NMR spectra of Compound 1, Compound 2 and Compound 3 prepared in example 1 of the present invention13The results of the C spectrum data show that the compound 1, the compound 2 and the compound 3 are obtained by the preparation of the example 1, and the purity of the compound 1, the compound 2 and the compound 3 is high and can reach more than 90%.
TABLE 1 NMR of Compound 1, Compound 2 and Compound 3 prepared in inventive example 11H spectrum data
TABLE 2 NMR of Compound 1, Compound 2 and Compound 3 prepared in inventive example 113C spectrum data
Example 3
(1) Soaking 20kg of dried lotus plumule in 80% ethanol with volume of 12 times for one night, heating, refluxing and leaching for 3 times, wherein the leaching temperature is 45 ℃, leaching for 5 hours each time, removing insoluble substances, mixing ethanol leaching solutions obtained after 3 times of refluxing and leaching, and drying under reduced pressure to obtain a leaching substance;
(2) dispersing the extract in water with the same volume, and sequentially extracting with petroleum ether and ethyl acetate to obtain petroleum ether extract and ethyl acetate extract respectively;
(3) taking ethyl acetate extract, and drying under vacuum and reduced pressure to obtain ethyl acetate extract g;
(4) the ethyl acetate extract was subjected to a first separation by normal phase chromatography on silica gel column with dichloromethane-methanol as eluent according to dichloromethane: methanol (v/v) ═ 100: 0; 99: 1; 98: 2; 97: 3; 96: 4; the 95:5 ratio was sequentially eluted for the ethyl acetate extract, 3-4 column retention volumes per ratio, and for dichloromethane: concentrating the eluted part with methanol (v/v) ═ 98:2 under reduced pressure to obtain a first separated extract;
(5) performing second separation on the first separated extract by adopting ODS column reverse phase chromatography, eluting the first separated extract by using methanol-water as an eluent and sequentially and respectively using 10% methanol, 30% methanol, 50% methanol, 70% methanol, 90% methanol and pure methanol, eluting 3-4 column retention volumes by using the eluent in each proportion, and performing reduced pressure concentration on 2-4 column retention volume solution eluted by using the 90% methanol to obtain a second separated extract, namely an N-fatty acyl ethanolamine product;
(6) purifying N-fatty acyl ethanolamine product by preparative high performance liquid chromatography with Shimadzu SPD-20A instrument and C as chromatographic column18A packed cosmosil chromatographic column (20ID multiplied by 250mm), a mobile phase of 93 percent methanol-water, a detection wavelength of 210nm, a flow rate of 4ml/min and a sample introduction amount of 120 mu l, peaks with a retention time of 25-45min are respectively collected according to a peak-out diagram to obtain a first collection solution, a second collection solution and a third collection solution, and then purified N-fatty acyl ethanolamine products comprising a compound 1, a compound 2 and a compound 3 are respectively obtained through reduced pressure concentration.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (6)
1. A method for preparing an N-fatty acyl ethanolamine product is characterized by comprising the following steps:
a) soaking 20.5kg of dried lotus plumule in 80% methanol with volume of 12 times for overnight, heating, refluxing and leaching for 3 times at 52 deg.C for 6h each time to remove insoluble substances, mixing the methanol leaching solutions after 3 times of refluxing and leaching, and drying under reduced pressure to obtain extract;
b) extracting the extract by adopting a second solvent and a third solvent in sequence, and taking a third solvent extraction liquid to obtain an extract;
c) performing first separation on the extract by adopting a silica gel column normal phase chromatography to obtain a first separation liquid;
d) performing second separation on the first separation liquid by adopting ODS (oxide dispersion strengthened) column reverse phase chromatography to obtain a second separation liquid, and removing the eluent to obtain an N-fatty acyl ethanolamine product;
wherein the second solvent comprises n-hexane and/or petroleum ether; the third solvent comprises isopropanol, ethyl acetate and/or chloroform;
the first separation of the extract by silica gel column normal phase chromatography specifically comprises: petroleum ether-ethyl acetate was used as eluent, according to the ratio of petroleum ether: ethyl acetate (v/v) ═ 10: 0; 9: 1; 8: 2; 7: 3; 6: 4; 5: 5; the extracts were eluted in sequence at a ratio of 0:10, each eluting 3-4 column retention volumes, and for petroleum ether: concentrating the eluted fraction under reduced pressure with ethyl acetate (v/v) ═ 8:2 to obtain a first separated liquid;
specifically, the second separation of the first separated liquid by ODS column reverse phase chromatography comprises: and (2) eluting the first separation liquid by using methanol-water as an eluent and sequentially and respectively using 30% methanol, 50% methanol, 70% methanol, 90% methanol and pure methanol, eluting 3-4 column retention volumes by using the eluent of each proportion, concentrating the solution of the 2 nd-4 th column retention volumes eluted by using the 90% methanol under reduced pressure to obtain a second separation liquid, and removing the eluent to obtain the N-fatty acyl ethanolamine product.
2. The method of claim 1, wherein the N-fatty acyl ethanolamine product comprises one or more compounds of formula (i);
wherein R is selected from-C15H31、R1Or R2One of (1);
3. the preparation method according to claim 1, wherein the silica gel column normal phase chromatography and the ODS column reverse phase chromatography are each eluted by gradient elution.
4. The method of claim 1, further comprising, after step d):
and performing third separation on the N-fatty acyl ethanolamine product by adopting a preparative high performance liquid chromatography to obtain the N-fatty acyl ethanolamine compound.
5. The method according to claim 4, wherein the preparative high performance liquid chromatography column is C18Chromatography column or C8A chromatographic column;
the detection wavelength of the preparative high performance liquid chromatography is 200 nm-230 nm;
the mobile phase of the preparative high performance liquid chromatography is methanol-water or acetonitrile-water;
the flow rate of the preparative high performance liquid chromatography is 3ml/min to 6 ml/min.
6. The method according to claim 4, wherein the preparative high performance liquid chromatography is performed by isocratic elution.
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