CN104230666A - Method for preparing terpineol from 3-carene - Google Patents
Method for preparing terpineol from 3-carene Download PDFInfo
- Publication number
- CN104230666A CN104230666A CN201410423719.6A CN201410423719A CN104230666A CN 104230666 A CN104230666 A CN 104230666A CN 201410423719 A CN201410423719 A CN 201410423719A CN 104230666 A CN104230666 A CN 104230666A
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- CN
- China
- Prior art keywords
- carene
- terpineol
- mixed solution
- hours
- layering
- Prior art date
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for preparing terpineol from 3-carene. The method comprises the following steps: mixing 3-carene, chloroacetic acid and water according to the molar ratio of 1:(0.5-1.5):1 to form a mixed solution, adding thick sulfuric acid the weight of which is 2%-5% that of the mixed solution and an emulsifier the weigh of which is 0.05%-0.15% that of the mixed solution when heating to 60 DEG C-90DEG C, stirring and reacting for 5-11 hours, standing the solution for layering, fractionating after oil content at the upper layer is removed to obtain the product terpineol. According to the method, the problem that the 3-carene resource is undeveloped can be solved, and a method for successfully preparing terpineol from 3-carene is developed.
Description
Technical field
The present invention relates to 3-carene deep process technology field, especially a kind of 3-carene prepares the method for Terpineol 350.
Background technology
3-carene a kind ofly has volatility and have the pourable liquid of special aroma, can with oil-based solvent and oils miscible, water-soluble hardly, easily there is oxidizing reaction, need airtight low-temp storage, put easy rapid oxidation in air when dew and occur arborescens particulate thing.The chemical name of 3-carene is 3,7,7-trimethylammonium dicyclo [4. 1. 0]-3-heptene, molecular formula C
10h
16.3-carene, as the occurring in nature chiral source material containing triatomic ring few in number, is mainly present in various turps, is rich in especially in India's longleaf pine turps and Scots pine turps.Can be applicable to multiple eating perfume formulation, or be directly used in medicine, agricultural chemicals and makeup, also can be used as agricultural chemicals and medicine synthetic intermediate, or softening agent, without one of irreplaceable raw material in many valuable chemical such as infectious solvent.In recent years, people start to develop 3-carene, have occurred the report generating carane with 3-carene hydrogenation.For improving research and the utility value of 3-carene, so need to carry out further excavation to the utilization of 3-carene.
Summary of the invention
Problem to be solved by this invention is to provide a kind of method that 3-carene prepares Terpineol 350, to solve 3-carene resource not by the problem fully developed.
In order to solve the problem, technical scheme of the present invention is: the method that this 3-carene prepares Terpineol 350 comprises the following steps: by 3-carene, Mono Chloro Acetic Acid and water, mixed solution is formed according to the mixed in molar ratio of 1:0.5 ~ 1.5:1, when being heated to the temperature of 60 DEG C ~ 90 DEG C, add the vitriol oil of described mixed solution weight 2% ~ 5% and the emulsifying agent of described mixed solution weight 0.05% ~ 0.15% again, stirring reaction 5 hours ~ 11 hours, the layering of gained solution left standstill, get upper strata oil content aftercut, obtain product Terpineol 350.
Owing to have employed technique scheme, the present invention compared with prior art has following beneficial effect:
Present method provides can a kind of method being prepared Terpineol 350 by 3-carene, makes 3-carene resource obtain further development and utilization.
Embodiment
Below by embodiment, the invention will be further described:
Embodiment one:
This 3-carene prepares the method for Terpineol 350, comprises and carrying out according to the following steps:
By 3-carene, Mono Chloro Acetic Acid and water, mixed solution is formed according to the mixed in molar ratio of 1:0.5:1, join in 250ml there-necked flask, while add, limit is stirred, when being heated to the temperature of 90 DEG C, add the vitriol oil of mixed solution weight 2% and the emulsifying agent of mixed solution weight 0.05% again, stirring reaction 11 hours, the layering of gained solution left standstill, get upper strata oil content aftercut, obtain product Terpineol 350.Use the method, 3-carene transformation efficiency more than 30%, Terpineol 350 yield more than 15%, can also obtain the materials such as limonene, terpinene and terpinolene in addition.
Embodiment two:
This 3-carene prepares the method for Terpineol 350, comprises and carrying out according to the following steps:
By 3-carene, Mono Chloro Acetic Acid and water, mixed solution is formed according to the mixed in molar ratio of 1:1:1, join in 250ml there-necked flask, while add, limit is stirred, when being heated to the temperature of 70 DEG C, add the vitriol oil of mixed solution weight 4% and the emulsifying agent of mixed solution weight 0.10% again, stirring reaction 7 hours, the layering of gained solution left standstill, get upper strata oil content aftercut, obtain product Terpineol 350.3-carene transformation efficiency more than 35%, Terpineol 350 yield more than 15%, can also obtain the materials such as limonene, terpinene and terpinolene in addition.
Embodiment three:
This 3-carene prepares the method for Terpineol 350, comprises and carrying out according to the following steps:
By 3-carene, Mono Chloro Acetic Acid and water, mixed solution is formed according to the mixed in molar ratio of 1:1.5:1, join in 250ml there-necked flask, while add, limit is stirred, when being heated to the temperature of 60 DEG C, add the vitriol oil of mixed solution weight 5% and the emulsifying agent of mixed solution weight 0.15% again, stirring reaction 5 hours, the layering of gained solution left standstill, get upper strata oil content aftercut, obtain product Terpineol 350.3-carene transformation efficiency more than 40%, Terpineol 350 yield more than 16%, can also obtain the materials such as limonene, terpinene and terpinolene in addition.
Claims (1)
1. 3-carene prepares a method for Terpineol 350, it is characterized in that:
By 3-carene, Mono Chloro Acetic Acid and water, mixed solution is formed according to the mixed in molar ratio of 1:0.5 ~ 1.5:1, when being heated to the temperature of 60 DEG C ~ 90 DEG C, add the vitriol oil of described mixed solution weight 2% ~ 5% and the emulsifying agent of described mixed solution weight 0.05% ~ 0.15% again, stirring reaction 5 hours ~ 11 hours, the layering of gained solution left standstill, gets upper strata oil content aftercut, obtains product Terpineol 350.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410423719.6A CN104230666A (en) | 2014-08-26 | 2014-08-26 | Method for preparing terpineol from 3-carene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410423719.6A CN104230666A (en) | 2014-08-26 | 2014-08-26 | Method for preparing terpineol from 3-carene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104230666A true CN104230666A (en) | 2014-12-24 |
Family
ID=52219681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410423719.6A Pending CN104230666A (en) | 2014-08-26 | 2014-08-26 | Method for preparing terpineol from 3-carene |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111548250A (en) * | 2020-04-30 | 2020-08-18 | 厦门中坤化学有限公司 | Method for preparing 3-carene alcohol from 3-carene |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09278693A (en) * | 1996-04-17 | 1997-10-28 | Kao Corp | Production of alpha-terpineol |
| JPH09278692A (en) * | 1996-04-17 | 1997-10-28 | Kao Corp | Production of alpha-terpineol |
| CN101314558A (en) * | 2008-07-04 | 2008-12-03 | 昆明理工大学 | Novel process for preparing alpha-terpineol by catalyzing turpentine oil with MoO3/ZnO2 |
| CN103044202A (en) * | 2013-01-08 | 2013-04-17 | 江苏宏邦化工科技有限公司 | Preparation method of alpha-terpilenol |
-
2014
- 2014-08-26 CN CN201410423719.6A patent/CN104230666A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH09278693A (en) * | 1996-04-17 | 1997-10-28 | Kao Corp | Production of alpha-terpineol |
| JPH09278692A (en) * | 1996-04-17 | 1997-10-28 | Kao Corp | Production of alpha-terpineol |
| CN101314558A (en) * | 2008-07-04 | 2008-12-03 | 昆明理工大学 | Novel process for preparing alpha-terpineol by catalyzing turpentine oil with MoO3/ZnO2 |
| CN103044202A (en) * | 2013-01-08 | 2013-04-17 | 江苏宏邦化工科技有限公司 | Preparation method of alpha-terpilenol |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111548250A (en) * | 2020-04-30 | 2020-08-18 | 厦门中坤化学有限公司 | Method for preparing 3-carene alcohol from 3-carene |
| CN111548250B (en) * | 2020-04-30 | 2023-10-20 | 厦门中坤化学有限公司 | Method for preparing 3-carenol from 3-carene |
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| PB01 | Publication | ||
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| C12 | Rejection of a patent application after its publication | ||
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Application publication date: 20141224 |