CN105418424B - A kind of imperial saliva ester spices of propionic acid drop - Google Patents
A kind of imperial saliva ester spices of propionic acid drop Download PDFInfo
- Publication number
- CN105418424B CN105418424B CN201510866275.8A CN201510866275A CN105418424B CN 105418424 B CN105418424 B CN 105418424B CN 201510866275 A CN201510866275 A CN 201510866275A CN 105418424 B CN105418424 B CN 105418424B
- Authority
- CN
- China
- Prior art keywords
- propionic acid
- imperial saliva
- ester
- drop
- acid drop
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/28—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with dihydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
- C11B9/0046—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings
- C11B9/0049—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms
- C11B9/0053—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings the condensed rings sharing two common C atoms both rings being six-membered
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a kind of imperial saliva ester of new compound propionic acid drop, particular chemical formula is as follows：
Description
Technical field
The present invention relates to a kind of novel aromatic compound, it is suitable to produce in the products such as essence, cosmetics, articles for washing
Fragrance.
Background technology
Increasingly require to provide a kind of new compound in perfume industry, enable perfumer using it as perfume material,
New fragrance is manufactured for essence, cosmetics, articles for washing.
The imperial saliva ester of propionic acid drop has similar structure as the derivative of the imperial saliva glycol of drop with Clary sage lactone.Fragrant purple perilla
Lactone can increase and improve the sense organ of food, be commonly applied to high-grade daily chemical products perfuming and tobacco essence, tea, maple, pepper
Among pungent Flavor, in the food containing sweetening material, as flavor enhancement, increase the aroma effect of food；Coffee can be aggravated
Coffee bitter taste, improves the effect of refreshing oneself of coffee；The imperial saliva glycol of drop has similar ambergris fragrance, can be as the flavouring in cigarette technique
Flavouring.
Although the imperial saliva glycol of drop and Clary sage lactone have been widely used, still need to provide other new chemical reagent, make
Perfumer is that various applications manufacture new fragrance, meets people's demand growing to new fragrance.
The content of the invention
It is an object of the present invention to provide a kind of new compound, it is suitable to produce in the products such as essence, cosmetics, articles for washing
Raw fragrance.
More particularly, the present invention relates to the imperial saliva ester of new compound propionic acid drop, it is represented by below general formula：
Embodiment
The preparation of the imperial saliva ester of the propionic acid of embodiment 1. drop
Imperial saliva glycol is dropped into 2g, 20mL dichloromethane, 1mL pyridines, 1mL propionic andydrides are added in 50mL three-necked flasks, room
Temperature stirring 8 hours.20mL saturated ammonium chloride solutions are added, then dichloromethane extraction uses aqueous ammonium chloride solution, saturation chlorine successively
Change sodium solution washing, organic phase is dried with anhydrous magnesium sulfate, is filtered, revolving, column chromatography separation obtains 1.80g white solids, produced
Rate 73.7%.
Product is levied by nucleus magnetic hydrogen spectrum and nuclear-magnetism carbon stave.
1HNMR (300MHz, CDCl3)δ：0.76 (6H, s, 2Me-4), 1.87 (1H, dd, J=12.0,3.0Hz, H-7),
2.30 (2H, q, J=7.5Hz, CO-CH2), 4.05-4.14 (2H, m, O-CH2).
13C NMR (75MHz, CDCl3)δ：174.5,73.3,66.5,57.8,55.9,44.1,41.8,39.5,38.5,
33.3,33.1,27.5,24.4,23.7,21.4,20.4,18.3,15.2,9.0.
The fragrance evaluation of embodiment 2.
It is that 10% propane diols is molten to take the imperial saliva ester of 0.01g propionic acid drop, the imperial saliva glycol of drop, Clary sage lactone sample preparation respectively
Liquid, with commenting fragrant bar to pick a small amount of solution, in the case where being disturbed without other smells, smelling comments the smell on fragrant bar, carries out fragrance and comments
Valency.
The imperial saliva ester sample of propionic acid drop has larger fragrant and sweet, denseer green onion perfume；The imperial saliva glycol of drop have it is lighter fragrant and sweet, it is light
Milk fragrance, the light banksia rose；Clary sage lactone has the light banksia rose.Aroma strength drops imperial saliva ester, Clary sage lactone, the imperial saliva two of drop from propionic acid
Alcohol decreasing order.
The imperial saliva ester of propionic acid drop has the odor characteristic for being different from the imperial saliva glycol of drop and Clary sage lactone.The imperial saliva ester of propionic acid drop is fragrant
Gas intensity is more than the imperial saliva glycol of drop and Clary sage lactone.
Claims (3)
1. a kind of imperial saliva ester of novel aromatic compound propionic acid drop, particular chemical formula is as follows：
2. a kind of balm, it includes the compound described in claim 1.
3. application of the balm described in claim 2 in essence, cosmetics, the product of articles for washing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510866275.8A CN105418424B (en) | 2015-12-03 | 2015-12-03 | A kind of imperial saliva ester spices of propionic acid drop |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510866275.8A CN105418424B (en) | 2015-12-03 | 2015-12-03 | A kind of imperial saliva ester spices of propionic acid drop |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105418424A CN105418424A (en) | 2016-03-23 |
| CN105418424B true CN105418424B (en) | 2017-10-10 |
Family
ID=55497032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510866275.8A Expired - Fee Related CN105418424B (en) | 2015-12-03 | 2015-12-03 | A kind of imperial saliva ester spices of propionic acid drop |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105418424B (en) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4970163A (en) * | 1989-08-28 | 1990-11-13 | International Flavors & Fragrances Inc. | Process for producing diol and lactone and microorganisms capable of same |
| US5501862A (en) * | 1993-12-22 | 1996-03-26 | Givaudan-Roure Corporation | Alkyl carbonate derivatives of sclareol diol |
| JPH09299097A (en) * | 1996-05-13 | 1997-11-25 | Kuraray Co Ltd | Production of optically active decalin derivative |
| JP4648120B2 (en) * | 2005-07-25 | 2011-03-09 | 花王株式会社 | Fragrance composition |
-
2015
- 2015-12-03 CN CN201510866275.8A patent/CN105418424B/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN105418424A (en) | 2016-03-23 |
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| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20171010 Termination date: 20191203 |
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| CF01 | Termination of patent right due to non-payment of annual fee |