CN106518816A - 2-phenyl-3-(2-furyl)propyl-2-enaldehyde preparation process - Google Patents
2-phenyl-3-(2-furyl)propyl-2-enaldehyde preparation process Download PDFInfo
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- CN106518816A CN106518816A CN201610795098.3A CN201610795098A CN106518816A CN 106518816 A CN106518816 A CN 106518816A CN 201610795098 A CN201610795098 A CN 201610795098A CN 106518816 A CN106518816 A CN 106518816A
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- propyl
- phenyl
- preparation technology
- furyl
- ether
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention discloses a 2-phenyl-3-(2-furyl)propyl-2-enaldehyde preparation process, wherein phenylacetaldehyde and furfural are adopted as raw materials, an alkali is adopted as a catalyst, the solvent is ether, the reaction temperature is 0-10 DEG C, and the reaction time is 1-8 h. According to the present invention, the method has advantages of process step reducing, yield improving, and post-treatment cost reducing.
Description
Technical field
The present invention relates to chemical technology field, is specifically related to a kind of system of 2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr
Standby technique.
Background technology
Phenylacetaldehyde is colourless or weak yellow liquid, with similar hyacinthine fragrance, has the fragrant and sweet gas of water-filling fruit after dilution.It is main
It is in the formula such as hyacinth to be used for, narcissus, daffodil, sweet Tofu pudding, fragrant in other floral types, giving blue or green head on a small quantity, have
The effect of promoting or transferring fragrance, such as in the odor types such as rose white, lilac, yulan, the jasmine lily of the valley, Lagotis glauca flower, apple flower, sweet osmanthus,
Its delicate fragrance is made to send out thoroughly.It is also used in smart rhythm floral bouquet and other essence.
Furfural is the colourless oily liquids for having almond, is naturally occurring in coffee, whiskey, white bread, Rum, red
Tea.Can be extracted by various agricultural byproducts, including the wheat bran and wood sawdust of corncob, oat and wheat.For allocate bread,
The flavoring essences such as nut, caramel, cocoa.
2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr has the adipocere of rose, blue or green fragrant and sweet gas, chocolate, honey sweet
Perfume, nut, blueberry red bayberry note.It is widely used in the allotment of various flavor essences.Due to having furfural and benzene in many food simultaneously
Acetaldehyde is present, and in the process of food may generate 2- phenyl -3- (2- furans through various complicated special processing process
Base) propyl- 2- olefine aldehydr.
The present invention utilizes synthetic technology means synthesis of natural equivalent starting materials 2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr.
The content of the invention
It is an object of the present invention to provide the method for preparing 2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr, reduces technical process,
Yield is improved, post processing cost is reduced.In order to realize the purpose of the present invention, intend adopting the following technical scheme that：
One aspect of the present invention is related to a kind of preparation technology of 2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr, it is characterised in that
Comprise the steps：
With phenylacetaldehyde and furfural as raw material, with alkali as catalyst, reaction temperature reacts 1-8 hours between 0-10 DEG C,
Reaction temperature is preferably between 2-7 DEG C.
In a preferred embodiment of the invention, described alkali be NaOH, wherein the concentration of NaOH for
0.5-5%, in terms of soda ash, addition amount of sodium hydroxide is material total amount 5-20%；Preferably, the catalytic reaction time is 1-8 hours.
In a preferred embodiment of the invention, described technique also including reaction terminate after extraction, wash material and subtract
Pressure distilation steps.
The technical scheme is that to be, by phenylacetaldehyde, furfural, to carry out aldehyde aldehyde addition reaction, without any accessory substance, produce
Thing purity is high, and the yield of 2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr is high, and this product is widely used in food and beverage, it is adaptable to
Prepare polytype essence.
Using 2- phenyl -3- (2- furyls) the propyl- 2- olefine aldehydrs purity obtained by the method for the present invention it is high, fragrance is good, operation
Simply, the production time is substantially reduced, improves preparation efficiency.
Specific embodiment
The specific embodiment of the present invention is described in detail below in conjunction with technical scheme
Embodiment 1：The preparation of 2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr
60 grams of furfurals, 100 grams of ether, 1000 grams of 1% sodium hydroxide solution is added in there-necked flask.Material is carried out
Cooling, when temperature reaches 0 DEG C；60 grams of phenylacetaldehydes are added into dropping funel, start to be added dropwise, feed temperature is controlled at 5 ± 1 DEG C,
Continue reaction 3 hours after completion of dropwise addition, reaction separates organic layer after terminating.Finished product 2- benzene is obtained through drying and dehydrating, rectification under vacuum
Base -3- (2- furyls) propyl- 2- olefine aldehydr, present invention detection is using advanced chromatogram detection, testing result 2- phenyl -3- (2- furans
Mutter base) propyl- 2- olefine aldehydr content is 99.23%, product yield is 78%.
The above is the preferred embodiment of the present invention, it is noted that for those skilled in the art
For, on the premise of without departing from principle of the present invention, some improvements and modifications can also be made, these improvements and modifications
Should be regarded as protection scope of the present invention.
Claims (5)
1. a kind of preparation technology of 2- phenyl -3- (2- furyls) propyl- 2- olefine aldehydr, it is characterised in that comprise the steps：
With phenylacetaldehyde and furfural as raw material, with alkali as catalyst, solvent is ether, reaction temperature between 0-10 DEG C, reaction
1-8 hours, reaction temperature is preferably between 2-7 DEG C.
2. preparation technology according to claim 1, described alkali are NaOH, and wherein the concentration of NaOH is 0.5-
5%, in terms of soda ash, addition amount of sodium hydroxide is material total amount 5-20%.
3. preparation technology according to claim 1, described solvent are ether, and the wherein consumption of ether is raw material total amount
80-200%.
4. the preparation technology according to claim 1-3 any one, after described preparation technology also terminates including reaction
Extract, wash material and vacuum distillation step.
5. the preparation technology according to claim 1-3 any one, the 2- phenyl -3- (2- that described preparation technology is obtained
Furyl) propyl- 2- olefine aldehydr purity is more than 99%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610795098.3A CN106518816A (en) | 2016-08-31 | 2016-08-31 | 2-phenyl-3-(2-furyl)propyl-2-enaldehyde preparation process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610795098.3A CN106518816A (en) | 2016-08-31 | 2016-08-31 | 2-phenyl-3-(2-furyl)propyl-2-enaldehyde preparation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106518816A true CN106518816A (en) | 2017-03-22 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610795098.3A Pending CN106518816A (en) | 2016-08-31 | 2016-08-31 | 2-phenyl-3-(2-furyl)propyl-2-enaldehyde preparation process |
Country Status (1)
| Country | Link |
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| CN (1) | CN106518816A (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103889994A (en) * | 2011-08-29 | 2014-06-25 | 国家科学研究中心 | Versatile and stereospecific synthesis of gamma,delta -unsaturated amino acids by wittig reaction |
-
2016
- 2016-08-31 CN CN201610795098.3A patent/CN106518816A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103889994A (en) * | 2011-08-29 | 2014-06-25 | 国家科学研究中心 | Versatile and stereospecific synthesis of gamma,delta -unsaturated amino acids by wittig reaction |
Non-Patent Citations (3)
| Title |
|---|
| LIPP, MARIA ET AL.: "New furyl- and phenylpolyalkenals from aldol condensation", 《CHEMISCHE BERICHTE》 * |
| SANIL SREEKUMAR ET AL.: "Upgrading Lignocellulosic Products to Drop-In Biofuels via Dehydrogenative Cross-Coupling and Hydrodeoxygenation Sequence", 《CHEMSUSCHEM.》 * |
| 蒋思翠等: "Ｌ－苯丙氨酸参与的 Ａｍａｄｏｒｉ化合物的合成及其在卷烟中的应用", 《香料香精化妆品》 * |
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Application publication date: 20170322 |
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| RJ01 | Rejection of invention patent application after publication |