CN104193587A - Preparation method of geraniol - Google Patents
Preparation method of geraniol Download PDFInfo
- Publication number
- CN104193587A CN104193587A CN201410358198.0A CN201410358198A CN104193587A CN 104193587 A CN104193587 A CN 104193587A CN 201410358198 A CN201410358198 A CN 201410358198A CN 104193587 A CN104193587 A CN 104193587A
- Authority
- CN
- China
- Prior art keywords
- geraniol
- preparation
- weight part
- hours
- discharging
- 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.)
- Pending
Links
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 title claims abstract description 36
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 title claims abstract description 18
- 239000005792 Geraniol Substances 0.000 title claims abstract description 18
- 229940113087 geraniol Drugs 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims abstract description 7
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000007599 discharging Methods 0.000 claims abstract description 6
- 230000007062 hydrolysis Effects 0.000 claims abstract description 6
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 6
- 239000003054 catalyst Substances 0.000 claims abstract description 3
- 150000003681 vanadium Chemical class 0.000 claims abstract description 3
- 238000010792 warming Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 abstract description 10
- 239000000463 material Substances 0.000 abstract description 5
- 238000006243 chemical reaction Methods 0.000 abstract description 4
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 abstract 1
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 abstract 1
- 241000779819 Syncarpia glomulifera Species 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229930007744 linalool Natural products 0.000 abstract 1
- 239000001739 pinus spp. Substances 0.000 abstract 1
- 229940036248 turpentine Drugs 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 3
- KMEIUBFSUXIXTB-UHFFFAOYSA-M N.[O-2].[O-2].[OH-].[V+5] Chemical compound N.[O-2].[O-2].[OH-].[V+5] KMEIUBFSUXIXTB-UHFFFAOYSA-M 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 241000522254 Cassia Species 0.000 description 1
- 241000723346 Cinnamomum camphora Species 0.000 description 1
- 235000016623 Fragaria vesca Nutrition 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 1
- 241000220225 Malus Species 0.000 description 1
- 235000011430 Malus pumila Nutrition 0.000 description 1
- 235000015103 Malus silvestris Nutrition 0.000 description 1
- 244000273928 Zingiber officinale Species 0.000 description 1
- 235000006886 Zingiber officinale Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000008369 fruit flavor Substances 0.000 description 1
- 235000008397 ginger Nutrition 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- -1 polyols boric acid ester Chemical class 0.000 description 1
Classifications
-
- 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
- C07C29/12—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of esters of mineral acids
-
- 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
- C07C29/56—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by isomerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/28—Titanium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of geraniol, belonging to the technical field of turpentine deep processing. The preparation method comprises the steps of adding linalool, tetrabutyl titanate and a vanadium derivative catalyst to a reaction kettle, heating the materials to 160-180 DEG C, stirring the materials for 10-16 hours and then carrying out hydrolysis, rectification at reduced pressure and discharging. The preparation method has the advantages of simple process, small auxiliary material utilization amount and low cost, and reactions are easy to control.
Description
Technical field
The invention belongs to turps deep process technology field, relate in particular to a kind of preparation method of Geraniol.
Background technology
Geraniol, to yellow oily liquid, has gentleness, sweet Rose breath for colourless.Geraniol is that rose is the host of essence, it is indispensable blending raw material in various floral compounds, be widely used in floral type daily essence, also can be used for the food flavour of the odor types such as the fruit flavour type such as apple, strawberry, Chinese cassia tree, ginger, also can be used for making ester perfume.
The method of existing industrial production Geraniol, mainly containing by the high molecular weight polyols boric acid ester taking molecular weight as 5000-10000 is reaction promoter, taking VB and group vib metal or its oxide compound as catalyzer, makes the method for the synthetic Geraniol of fragrant camphor tree isomery alcohol.But there is complex process, react shortcomings wayward, that subsidiary material consumption is many, cost is high in the method.
Summary of the invention
The technical problem that the present invention solves is to provide a kind of preparation method of Geraniol, and the method can solve complex process that the method for existing production Geraniol exists, reacts wayward, subsidiary material consumption many and the high problem of cost.
In order to solve the problems of the technologies described above, the technical solution adopted in the present invention is:
A kind of preparation method of Geraniol is:
By the phantol of 0.8 weight part～1.0 weight part, the tetrabutyl titanate of 0.7 weight part～0.9 weight part, the vanadium derivative catalyst of 0.008 weight part～0.02 weight part adds reactor, be warming up to 160 DEG C～180 DEG C, stir 10 hours～16 hours, then through hydrolysis, rectification under vacuum, discharging.
Owing to adopting technique scheme, the beneficial effect that the present invention obtains is:
Operational path of the present invention is simple, reaction is easy to control, consumption auxiliary raw material is few, cost is low, and total alcohol amount of its Geraniol making reaches more than 98%.
Embodiment
Below in conjunction with specific embodiment, the invention will be further described, and protection scope of the present invention is not only confined to following examples.
Embodiment 1
The preparation method of this Geraniol is:
By 0.8kg phantol, 0.7kg tetrabutyl titanate, 0.008kg vanadium oxide ammonium adds reactor, is warming up to 160 DEG C, stirs 10 hours, then through hydrolysis, rectification under vacuum, discharging.
Total alcohol amount of the Geraniol that the present embodiment obtains is 99%.
Embodiment 2
The preparation method of this Geraniol is:
By 0.9kg phantol, 0.8kg tetrabutyl titanate, 0.014kg Vanadium Pentoxide in FLAKES adds reactor, is warming up to 170 DEG C, stirs 13 hours, then through hydrolysis, rectification under vacuum, discharging.
Total alcohol amount of the Geraniol that the present embodiment obtains is 98.5%.
Embodiment 3
By 1.0kg phantol, 0.9kg tetrabutyl titanate, 0.02kg vanadium oxide ammonium adds reactor, is warming up to 180 DEG C, stirs 16 hours, then through hydrolysis, rectification under vacuum, discharging.
Total alcohol amount of the Geraniol that the present embodiment obtains is 98%.
Claims (1)
1. a preparation method for Geraniol, is characterized in that comprising the following steps:
By the phantol of 0.8 weight part～1.0 weight part, the tetrabutyl titanate of 0.7 weight part～0.9 weight part, the vanadium derivative catalyst of 0.008 weight part～0.02 weight part adds reactor, be warming up to 160 DEG C～180 DEG C, stir 10 hours～16 hours, then through hydrolysis, rectification under vacuum, discharging.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410358198.0A CN104193587A (en) | 2014-07-25 | 2014-07-25 | Preparation method of geraniol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410358198.0A CN104193587A (en) | 2014-07-25 | 2014-07-25 | Preparation method of geraniol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104193587A true CN104193587A (en) | 2014-12-10 |
Family
ID=52079000
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410358198.0A Pending CN104193587A (en) | 2014-07-25 | 2014-07-25 | Preparation method of geraniol |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104193587A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104926603A (en) * | 2015-05-27 | 2015-09-23 | 广西梧松林化集团有限公司 | Preparation method of geraniol |
| CN110903190A (en) * | 2019-12-09 | 2020-03-24 | 万华化学集团股份有限公司 | Preparation method of vitamin A and vitamin A ester |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3925485A (en) * | 1968-12-30 | 1975-12-09 | Rhone Poulenc Sa | Process for the preparation of allylic alcohols |
| US4006193A (en) * | 1972-03-13 | 1977-02-01 | Kuraray Co., Ltd. | Isomerization of the unsaturated alcohols |
| CN1434012A (en) * | 2003-02-21 | 2003-08-06 | 中国科学院广州化学研究所 | Process for synthesizing geraniol/nerol from linalool |
-
2014
- 2014-07-25 CN CN201410358198.0A patent/CN104193587A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3925485A (en) * | 1968-12-30 | 1975-12-09 | Rhone Poulenc Sa | Process for the preparation of allylic alcohols |
| US4006193A (en) * | 1972-03-13 | 1977-02-01 | Kuraray Co., Ltd. | Isomerization of the unsaturated alcohols |
| CN1434012A (en) * | 2003-02-21 | 2003-08-06 | 中国科学院广州化学研究所 | Process for synthesizing geraniol/nerol from linalool |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104926603A (en) * | 2015-05-27 | 2015-09-23 | 广西梧松林化集团有限公司 | Preparation method of geraniol |
| CN110903190A (en) * | 2019-12-09 | 2020-03-24 | 万华化学集团股份有限公司 | Preparation method of vitamin A and vitamin A ester |
| CN110903190B (en) * | 2019-12-09 | 2022-07-12 | 万华化学集团股份有限公司 | Preparation method of vitamin A and vitamin A ester |
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| Date | Code | Title | Description |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20141210 |
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| RJ01 | Rejection of invention patent application after publication |