CN112778131B - Compound with litchi aroma, preparation method thereof and daily essence - Google Patents
Compound with litchi aroma, preparation method thereof and daily essence Download PDFInfo
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- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
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Abstract
The invention relates to the field of spices, and particularly relates to a compound with litchi aroma, a preparation method of the compound and a daily essence. The invention discloses a compound with litchi aroma, which has a structure shown in a formula (I). The research finds that the compound with litchi aroma has remarkable litchi aroma, high aroma intensity and stable and lasting aroma. The invention also provides a preparation method of the compound with litchi aroma. The compound with litchi aroma is prepared from easily available raw materials, is simple to operate and is suitable for wide popularization and application. The invention further provides a daily essence containing the compound with litchi aroma.
Description
Technical Field
The invention relates to the field of spices, and particularly relates to a compound with litchi aroma, a preparation method of the compound and a daily essence.
Background
The field of perfumery requires new chemicals to impart different fragrance characteristics to perfumes. Although the essence with litchi aroma can be obtained by blending different substances at present, no single compound has litchi aroma characteristics to meet the requirements of the field of spices.
Disclosure of Invention
Based on the litchi aroma compound, the invention provides a litchi aroma compound, a preparation method thereof and a daily essence. The compound can present remarkable litchi aroma, and the aroma is stable and lasting.
In one aspect of the invention, the compound with litchi aroma has a structure shown in formula (I):
in one aspect of the present invention, a preparation method of the compound with litchi aroma is further provided, and the preparation method comprises the following steps:
(1) mixing 2-hydroxypropionic acid, methanol and an organic solvent, and carrying out esterification reaction under the action of a catalyst to prepare 2-hydroxypropionic acid methyl ester, wherein the structural formula of the 2-hydroxypropionic acid is shown in the specification
(2) Mixing 2-hydroxy methyl propionate and propionyl chloride for reaction to prepare 2-propionyl oxypropionic acid methyl ester, wherein the structural formula of the propionyl chloride is shown in the specification
The structural formula of the 2-hydroxy methyl propionate is shown in the specification
And
(3) mixing and reacting 2-propionyloxy methyl propionate and citronellol under the conditions of catalyst and heating to prepare a compound with litchi aroma, wherein the structural formula of the 2-propionyloxy methyl propionate is shown in the specification
The structural formula of citronellol is shown in the specification
In a specific embodiment, after the step of mixing 2-hydroxypropionic acid and methanol with an organic solvent and carrying out esterification reaction under the action of a catalyst is carried out by using the organic solvent, the method further comprises the step of carrying out reduced pressure distillation on the solution after the reaction at 250-400 Pa, and collecting the fraction of mother liquor with the temperature of 25-35 ℃ to prepare purified methyl 2-hydroxypropionate.
In a specific embodiment, after the step of mixing and reacting the methyl 2-hydroxypropionate with the propionyl chloride, the method further comprises the step of distilling the reacted solution under the reduced pressure of 250-400 Pa, collecting the fraction of the mother liquor with the temperature of 70-85 ℃ and preparing the purified methyl 2-propionyloxy propionate.
In a specific embodiment, after the step of mixing and reacting methyl 2-propionyloxy propionate and citronellol under the conditions of catalyst and heating, the method further comprises the step of distilling the reacted solution under reduced pressure at 100-200 Pa, collecting the fraction of the mother liquor with the temperature of 220-240 ℃ and preparing the purified compound with litchi aroma.
In a specific embodiment, the heating temperature in the step (3) is 110-130 ℃, and the heating time is 8-12 h.
In a specific embodiment, the molar ratio of 2-hydroxypropionic acid to methanol is 1: (3-5); and/or
The molar ratio of the methyl 2-hydroxypropionate to the propionyl chloride is 1: (1-1.2); and/or
The molar ratio of the methyl 2-propionyloxy propionate to the citronellol is 1: (1-1.5).
In a specific embodiment, the catalyst in step (1) and the catalyst in step (3) are each independently selected from at least one of p-toluenesulfonic acid, phosphoric acid, concentrated sulfuric acid having a concentration of 95 (v/v)% -98 (v/v)% and concentrated hydrochloric acid having a concentration of 36 (v/v)% -38 (v/v)%.
In a specific embodiment, the organic solvent is at least one of cyclohexane, hexane, carbon tetrachloride, toluene, and benzene.
In another aspect of the invention, the daily essence comprises the compound with litchi aroma.
The compound with litchi aroma prepared above can be named as 2-propionyloxy propionic acid-3, 7-dimethyl-6-octenyl ester. The invention researches and prepares a compound with litchi aroma, and the compound has strong litchi aroma characteristic and stable and lasting aroma. In addition, the compound with litchi aroma prepared by the invention has rose aroma besides litchi aroma.
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, and it is obvious that the drawings in the following description are some embodiments of the present invention, and other drawings can be obtained by those skilled in the art without creative efforts.
FIG. 1 is a gas chromatogram of a compound having litchi aroma prepared in one embodiment of the present invention.
Detailed Description
Reference will now be made in detail to embodiments of the invention, one or more examples of which are described below. Each example is provided by way of explanation, not limitation, of the invention. In fact, it will be apparent to those skilled in the art that various modifications and variations can be made in the present invention without departing from the scope or spirit of the invention. For instance, features illustrated or described as part of one embodiment, can be used on another embodiment to yield a still further embodiment.
It is therefore intended that the present invention cover the modifications and variations of this invention provided they come within the scope of the appended claims and their equivalents. Other objects, features and aspects of the present invention are disclosed in or are apparent from the following detailed description. It is to be understood by one of ordinary skill in the art that the present discussion is a description of exemplary embodiments only, and is not intended as limiting the broader aspects of the present invention.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. As used herein, the term "and/or" includes any and all combinations of one or more of the associated listed items.
Other than as shown in the operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients, physical and chemical properties, and so forth used in the specification and claims are to be understood as being modified in all instances by the term "about". For example, unless indicated to the contrary, the numerical parameters set forth in the specification and attached claims are approximations that can be calculated by those skilled in the art utilizing the teachings disclosed herein to obtain the desired properties and with the appropriate modification. The use of numerical ranges by endpoints includes all numbers within that range and any range within that range, for example, 1 to 5 includes 1, 1.3, 1.5, 1.7, 2, 2.85, 3, 4, 4.50, and 5, and the like.
Furthermore, the terms "first", "second" and "first" are used for descriptive purposes only and are not to be construed as indicating or implying relative importance or implicitly indicating the number of technical features indicated. Thus, a feature defined as "first" or "second" may explicitly or implicitly include at least one such feature.
In one aspect of the invention, the compound with litchi aroma has a structure shown in formula (I):
the invention researches and prepares a compound with litchi aroma, and the compound has strong litchi aroma characteristic and stable and lasting aroma. In addition, the compound with litchi aroma prepared by the invention has rose aroma besides litchi aroma.
In one aspect of the present invention, a preparation method of the compound with litchi aroma is further provided, and the preparation method comprises the following steps:
(1) mixing 2-hydroxypropionic acid, methanol and an organic solvent, and carrying out esterification reaction under the action of a catalyst to prepare 2-hydroxypropionic acid methyl ester, wherein the structural formula of the 2-hydroxypropionic acid is shown in the specification
(2) Mixing 2-hydroxy methyl propionate and propionyl chloride for reaction to prepare 2-propionyl oxy methyl propionate, wherein the structural formula of the propionyl chloride is shown in the specification
The structural formula of the 2-hydroxy methyl propionate is shown in the specification
And
(3) mixing and reacting 2-propionyloxy methyl propionate and citronellol under the conditions of catalyst and heating to prepare a compound with litchi aroma, wherein the structural formula of the 2-propionyloxy methyl propionate is shown in the specification
The structural formula of citronellol is shown in the specification
The compound with litchi aroma prepared by the method disclosed by the invention is wide and easily available in raw materials, simple in process operation and capable of being widely popularized and applied.
In the present invention, as a further illustration, the preparation method of the compound with litchi aroma comprises the following steps:
mixing 2-hydroxypropionic acid, methanol, a catalyst and an organic solvent, and heating and refluxing the mixed solution at 70-90 ℃ for 3-5 h;
carrying out reduced pressure distillation on the first reaction liquid prepared by heating reflux under the pressure of 250-400 Pa, collecting the fraction of mother liquid at the temperature of 25-35 ℃ and preparing purified methyl 2-hydroxypropionate;
mixing the purified 2-methyl hydroxypropionate with propionyl chloride for reaction for 2 to 3 hours to prepare a second reaction solution;
carrying out reduced pressure distillation on the second reaction solution under the pressure of 250-400 Pa, collecting the fraction of mother solution at the temperature of 70-85 ℃ and preparing purified 2-propionyloxy methyl propionate;
mixing methyl 2-propionyloxy propionate, citronellol and a catalyst, carrying out distillation reaction under the heating condition of 110-130 ℃, wherein the reaction time is 8-12 h, preparing a third reaction solution, and recovering methanol;
and carrying out reduced pressure distillation on the third reaction solution under 100-200 Pa, collecting fractions of the mother solution at the temperature of 220-240 ℃, and preparing the purified compound with litchi aroma.
In a preferred embodiment, the first reaction solution obtained by heating and refluxing is subjected to reduced pressure distillation at 300Pa, and a fraction of mother liquor with the temperature of 25-35 ℃ is collected to prepare purified methyl 2-hydroxypropionate.
In a preferred embodiment, the second reaction solution is subjected to reduced pressure distillation at 300Pa, and a fraction of the mother liquor having a temperature of 70 ℃ to 85 ℃ is collected to prepare purified methyl 2-propionyloxypropionate.
In a preferred embodiment, the third reaction solution is subjected to reduced pressure distillation at 150Pa, and the fraction of the mother solution with the temperature of 220-240 ℃ is collected to prepare the purified compound with litchi aroma.
In a preferred embodiment, the mixed solution is heated under reflux at 80 ℃ for 4 h.
In a preferred embodiment, the purified methyl 2-hydroxypropionate is reacted for 2h in combination with propionyl chloride.
In a preferred embodiment, methyl 2-propionyloxypropionate, citronellol and a catalyst are mixed, and the mixture is subjected to a distillation reaction at 120 ℃ for 10 hours to prepare a third reaction solution, and methanol is recovered.
In the present invention, the distillation is atmospheric distillation or vacuum distillation; further, in the case of the vacuum distillation, the pressure of the vacuum distillation is 10kPa to 100 kPa. In a preferred embodiment, the distillation is atmospheric distillation.
In the present invention, as a further illustration, the molar ratio of 2-hydroxypropionic acid to methanol is 1: (3-5). In a preferred embodiment, the molar ratio of 2-hydroxypropionic acid to methanol is 1: 4.
In the present invention, as a further illustration, the molar ratio of methyl 2-hydroxypropionate to propionyl chloride is 1: (1-1.2). In a preferred embodiment, the molar ratio of methyl 2-hydroxypropionate to propionyl chloride is 1: 1.1.
In the present invention, as a further illustration, the molar ratio of methyl 2-propionyloxypropionate to citronellol is 1: (1-1.5). In a preferred embodiment, the molar ratio of methyl 2-propionyloxypropionate to citronellol is 1: 1.2.
In the present invention, the catalyst in the step (1) and the catalyst in the step (3) are each independently at least one selected from the group consisting of p-toluenesulfonic acid, phosphoric acid, concentrated sulfuric acid having a concentration of 95 (v/v)% -98 (v/v)% and concentrated hydrochloric acid having a concentration of 36 (v/v)% -38 (v/v)%. In a preferred embodiment, both the catalyst in step (1) and the catalyst in step (3) are selected from p-toluenesulfonic acid.
In the present invention, the organic solvent is at least one of cyclohexane, hexane, carbon tetrachloride, toluene and benzene. In a preferred embodiment, the organic solvent is cyclohexane.
In another aspect of the invention, the daily essence comprises the compound with litchi aroma.
In the invention, the daily essence is perfume essence, essence in skin care products and essence in clothes cleaning daily necessities.
The compound having litchi aroma, the preparation method thereof and the daily essence of the present invention are further described in detail with reference to the following specific examples.
Unless otherwise specified, reagents and materials used in the following examples of the present invention are commercially available.
Example 1 preparation of a Compound having litchi fragrance
The preparation process of the compound with litchi aroma in this example is as follows:
(1) preparation of methyl 2-hydroxypropionate
Methanol (200g), p-toluenesulfonic acid (TsOH, 5.4g) and cyclohexane (CYH, 500mL) were added in this order to a three-necked flask, heated to 80 ℃, and then 2-hydroxypropionic acid (180g) was slowly added dropwise, heated under reflux and dehydrated for 4 hours. Vacuum distillation is carried out under 300Pa, and the distillate of the mother liquor with the temperature of 25-35 ℃ is collected to obtain colorless transparent liquid, namely methyl 2-hydroxypropionate (187 g).
(2) Preparation of methyl 2-propionyloxypropionate
Methyl 2-hydroxypropionate (187g) prepared above was placed in a three-necked flask, and propionyl chloride (167g) was added dropwise to react at room temperature for 2 hours. Then, the mixture was subjected to distillation under reduced pressure at 300Pa, and a fraction of the mother liquor at a temperature of 70 ℃ to 85 ℃ was collected to obtain a colorless transparent liquid, i.e., methyl 2-propionyloxypropionate (267 g).
(3) Preparation of 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate
Methyl 2-propionyloxypropionate (267g), citronellol (280g) and p-toluenesulfonic acid (TsOH, 8g) prepared above were placed in a three-necked flask in this order, heated to 120 ℃ under normal pressure for a distillation reaction for 10 hours, and methanol was recovered. Then, the reaction solution was subjected to reduced pressure distillation at 150Pa, and a fraction of the mother liquor at a temperature of 220 to 240 ℃ was collected to obtain a pale yellow liquid, i.e., 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate (360 g).
(4) 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate has the following NMR spectral characteristics:
hydrogen nuclear magnetic resonance spectroscopy:
1H NMR(400MHz,CD3Cl):5.20(t,1H),4.98(m,1H),4.08(t,2H),2.28(m,2H),1.96(m,4H),1.82(s,3H),1.71(s,3H),1.64(m,1H),1.55-1.53(m,7H),1.13(t,3H),0.96(d,3H)。
nuclear magnetic resonance carbon spectrum:
3C NMR(100MHz,CD3Cl):173.0,170.0,131.2,124.6,70.3,62.8,37.7,35.4,30.7,27.6,24.5,24.4,20.6,18.6,16.8,9.4。
(5) 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate has the following mass spectrum characteristics:
MS(ESI，m/z)307.2(M+Na+) (ii) a The theoretical calculation data of the high-resolution electrospray ionization mass spectrum is [ C ]16H28NaO4]+(M+Na+)307.2001, the actual measured value was 307.2018.
(6) The prepared 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate was analyzed by gas chromatography using an Agilent 7820 gas chromatograph to obtain a gas chromatogram shown in FIG. 1.
From the above experimental data, example 1 successfully prepared the compound 2-propionyloxypropionic acid-3, 7-dimethyl-6-octenyl ester having litchi aroma.
Example 2 preparation of a Compound having litchi fragrance
(1) Methanol (500g), p-toluenesulfonic acid (TsOH, 10g) and cyclohexane (CYH, 1200mL) were added in this order to a three-necked flask, heated to 85 ℃, then 2-hydroxypropionic acid (360g) was slowly added dropwise, and heated under reflux for dehydration reaction for 5 hours. Carrying out reduced pressure distillation at 350Pa, and collecting the distillate of the mother liquor at the temperature of 25-35 ℃ to obtain colorless transparent liquid, namely methyl 2-hydroxypropionate (380 g).
(2) Methyl 2-hydroxypropionate (380g) prepared above was placed in a three-necked flask, and propionyl chloride (402g) was added dropwise to react at room temperature for 3 hours. Then carrying out reduced pressure distillation at 260Pa, and collecting the fraction of mother liquor with the temperature of 70-85 ℃ to obtain colorless transparent liquid, namely methyl 2-propionyloxy propionate (540 g).
(3) Methyl 2-propionyloxypropionate (540g), citronellol (780g) and p-toluenesulfonic acid (TsOH, 15g) prepared above were placed in this order in a three-necked flask, heated to 130 ℃ under normal pressure for a distillation reaction for 12 hours, and methanol was recovered. Then, the reaction solution was distilled under reduced pressure at 200Pa, and a fraction of the mother liquor at a temperature of 220 to 240 ℃ was collected to obtain a pale yellow liquid, i.e., 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate (733 g).
Experiments prove that the compound with litchi aroma prepared in example 2 is the same as the compound with litchi aroma prepared in example 1, and the description is omitted.
Example 3 preparation of a Compound having litchi aroma
(1) Methanol (100g), p-toluenesulfonic acid (TsOH, 3g) and cyclohexane (CYH, 300mL) were added in this order to a three-necked flask, heated to 80 ℃, then 2-hydroxypropionic acid (90g) was slowly added dropwise, and heated under reflux for dehydration reaction for 3 hours. Vacuum distillation is carried out under 260Pa, and distillate with the mother liquor temperature of 25-35 ℃ is collected to obtain colorless transparent liquid, namely 2-methyl hydroxypropionate (92 g).
(2) Methyl 2-hydroxypropionate (92g) prepared above was placed in a three-necked flask, and propionyl chloride (90g) was added dropwise to react at room temperature for 1.5 hours. Then carrying out reduced pressure distillation at 320Pa, and collecting the fraction of mother liquor with the temperature of 70-85 ℃ to obtain colorless transparent liquid, namely methyl 2-propionyloxy propionate (131 g).
(3) Methyl 2-propionyloxypropionate (131g), citronellol (128g) and p-toluenesulfonic acid (TsOH, 4g) prepared above were placed in a three-necked flask in this order, heated to 110 ℃ under normal pressure for an atmospheric distillation reaction for 8 hours, and methanol was recovered. Then, the reaction solution was distilled under reduced pressure at 150Pa, and a fraction of the mother liquor at a temperature of 220 to 240 ℃ was collected to obtain a pale yellow liquid, i.e., 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate (181 g).
Experiments prove that the compound with litchi aroma prepared in example 3 is the same as the compound with litchi aroma prepared in example 1, and the description is omitted.
And (3) fragrance testing:
the 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate obtained in example 1 was subjected to the following aroma evaluation experiment:
(1) the aroma evaluation of the 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate was carried out by a 10-position fragrance chemist in a well ventilated, non-odorous environment, wherein the 10-position fragrance chemist believes that the compound exhibits litchi characteristic aroma, and the 8-position fragrance chemist believes that the compound has rose characteristic aroma in addition to litchi characteristic aroma.
(2) Aroma intensity test
The aroma intensity of citronellyl acetate was defined as 1 using the commonly used citronellyl acetate as a reference, and compared by a 10-position perfumer to test the aroma intensity of 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate and citronellyl acetate, and the aroma intensity of 3, 7-dimethyl-6-octenyl 2-propionyloxypropionate was measured as 1.7 by taking the average value after removing the lowest and highest data.
(3) Fragrance retention time test
1 piece of fragrance smelling test paper is dipped with 1.0g of 2-propionyloxy propionic acid-3, 7-dimethyl-6-octenyl ester. The test paper is placed on a fragrance smelling frame, 5 fragrance flavourists smell the test paper once every 1 hour, when more than 2 fragrance flavourists cannot sense the fragrance of the fragrance smelling test paper, the fragrance retention time is recorded, and the fragrance retention time is measured to be 37 hours.
The aroma test results show that the compound with litchi aroma prepared in the embodiment 1 of the invention has strong aroma, long aroma retention time and stable aroma. Besides the remarkable characteristic aroma of litchi, the litchi-flavored rose flower also has the aroma of rose flowers.
The aroma characteristics of the compounds with litchi aroma prepared in example 2 and example 3 are similar to the aroma characteristics, intensity and aroma retention time of the compounds with litchi aroma prepared in example 1, and are not repeated herein.
The technical features of the embodiments described above may be arbitrarily combined, and for the sake of brevity, all possible combinations of the technical features in the embodiments described above are not described, but should be considered as being within the scope of the present specification as long as there is no contradiction between the combinations of the technical features.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the invention. It should be noted that various changes and modifications can be made by those skilled in the art without departing from the spirit of the invention, and these changes and modifications are all within the scope of the invention. Therefore, the protection scope of the present patent shall be subject to the appended claims.
Claims (12)
1. A compound with litchi aroma is characterized by having a structure shown in a formula (I):
2. the method for preparing a compound with litchi aroma according to claim 1, comprising the following steps:
(1) mixing 2-hydroxypropionic acid, methanol and an organic solvent, and carrying out esterification reaction under the action of a catalyst to prepare 2-hydroxypropionic acid methyl ester, wherein the structural formula of the 2-hydroxypropionic acid is shown in the specification
(2) Mixing the 2-hydroxy methyl propionate and propionyl chloride for reaction to prepare 2-propionyl oxypropionic acid methyl ester, wherein the structural formula of the propionyl chloride is shown in the specification
The structural formula of the 2-hydroxy methyl propionate is shown in the specification
And
(3) mixing and reacting the methyl 2-propionyloxy propionate and citronellol under the conditions of catalyst and heating to prepare a compound with litchi aroma, wherein the structural formula of the methyl 2-propionyloxy propionate is shown in the specification
The structural formula of the citronellol is shown as
3. The method for preparing a compound with litchi aroma according to claim 2, wherein the step of mixing 2-hydroxypropionic acid and methanol with an organic solvent, carrying out an esterification reaction under the action of a catalyst, and then carrying out reduced pressure distillation on the reacted solution at 250-400 Pa, and collecting a fraction of a mother liquor at a temperature of 25-35 ℃ to prepare purified methyl 2-hydroxypropionate.
4. The method for preparing a compound having litchi aroma according to claim 2, wherein the method further comprises a step of distilling the reacted solution under reduced pressure at 250-400 Pa after the step of mixing and reacting the methyl 2-hydroxypropionate with propionyl chloride, and collecting a fraction of a mother liquor at a temperature of 70-85 ℃ to prepare purified methyl 2-propionyloxypropionate.
5. The method for preparing a compound having litchi aroma according to claim 2, wherein the method further comprises a step of subjecting the reacted solution to reduced pressure distillation at 100-200 Pa after the step of mixing and reacting the methyl 2-propionyloxypropionate with citronellol under the conditions of a catalyst and heating, and collecting a fraction of mother liquor having a temperature of 220-240 ℃ to prepare a purified compound having litchi aroma.
6. The method for preparing a compound with litchi aroma according to claim 2, wherein the heating temperature in the step (3) is 110-130 ℃, and the heating time is 8-12 h.
7. The method for preparing a compound with litchi aroma according to any one of claims 2 to 6, wherein the molar ratio of the 2-hydroxypropionic acid to the methanol is 1: (3-5).
8. The method for preparing a compound with litchi aroma according to any one of claims 2 to 6, wherein the molar ratio of the methyl 2-hydroxypropionate to the propionyl chloride is 1: (1-1.2).
9. The method for preparing a compound with litchi aroma according to any one of claims 2 to 6, wherein the molar ratio of the methyl 2-propionyloxypropionate to the citronellol is 1: (1-1.5).
10. The method for preparing a compound having litchi aroma according to any one of claims 2 to 6, wherein the catalyst in the step (1) and the catalyst in the step (3) are each independently selected from at least one of p-toluenesulfonic acid, phosphoric acid, concentrated sulfuric acid having a concentration of 95 (v/v)% -98 (v/v)% and concentrated hydrochloric acid having a concentration of 36 (v/v)% -38 (v/v)%.
11. The method for preparing a compound with litchi aroma according to any one of claims 2 to 6, wherein the organic solvent is at least one of cyclohexane, hexane, carbon tetrachloride, toluene and benzene.
12. A daily essence characterized by comprising the compound having litchi aroma of claim 1.
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| BRPI0915233B1 (en) * | 2008-06-04 | 2018-09-11 | Firmenich & Cie | fruity odorant |
| JP5048163B1 (en) * | 2012-02-27 | 2012-10-17 | 長谷川香料株式会社 | Novel decanoic acid derivative and perfume composition containing the compound |
| JP6377154B2 (en) * | 2013-07-08 | 2018-08-22 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | 1-Isopropoxy-1-oxopropan-2-ylpivalate as a perfume ingredient |
| MX2016008266A (en) * | 2013-12-20 | 2016-10-13 | Basf Se | Novel aroma chemicals. |
| CN110099990B (en) * | 2016-12-21 | 2022-11-29 | 西姆莱斯股份公司 | Perfume mixture |
| JP7400800B2 (en) * | 2019-02-27 | 2023-12-19 | 三菱瓦斯化学株式会社 | Isobutyryloxy ester compound having n-butyryloxy at α-position, fragrance composition, and use as fragrance |
| CN111187166B (en) * | 2020-01-17 | 2022-06-10 | 东莞波顿香料有限公司 | Compound with tangerine peel fragrance, preparation method thereof and daily essence |
| CN111333509B (en) * | 2020-04-14 | 2022-06-10 | 东莞波顿香料有限公司 | Apple flavor compound, preparation method thereof and food additive |
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2021
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Address after: No. 8, Xixi Road, Liaobu Town, Dongguan City, Guangdong Province, 523000 Patentee after: Botton Spices Co.,Ltd. Address before: 523411 No.8 Dadiao Road, liangbian village, Liaobu Town, Dongguan City, Guangdong Province Patentee before: DONGGUAN BOTON FLAVORS & FRAGRANCES Co.,Ltd. |