CN108238925A - The synthetic method of organic synthesis intermediate caproic acid - Google Patents
The synthetic method of organic synthesis intermediate caproic acid Download PDFInfo
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- CN108238925A CN108238925A CN201710714682.6A CN201710714682A CN108238925A CN 108238925 A CN108238925 A CN 108238925A CN 201710714682 A CN201710714682 A CN 201710714682A CN 108238925 A CN108238925 A CN 108238925A
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- caproic acid
- organic synthesis
- synthetic method
- synthesis intermediate
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
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- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses the synthetic methods of organic synthesis intermediate caproic acid, include the following steps：1 amino, 2 heptyl bromide is added in reaction vessel, controls mixing speed, adds in Klorvess Liquid, increases temperature；Continuously add praseodymium oxide powder, temperature is increased, then adds in glycerol triacetate solution, the reaction was continued, reduce temperature, solution is layered, and sodium nitrate solution washing is multiple, and the washing of 3 hexanone solution is multiple, the washing of N methylanilines solution is multiple, it is recrystallized in pentaerythrite solution, dehydrating agent dehydration obtains finished product caproic acid.
Description
Technical field
The present invention relates to a kind of preparation methods of organic intermediate, belong to organic synthesis field more particularly to organic synthesis
The synthetic method of intermediate caproic acid.
Background technology
Caproic acid is mainly used for organic synthesis, and manufacture esters make artificial perfume, manufacture rubber, varnish drier.Existing synthesis
Method is instilled using by sec-octyl alcohol in nitric acid mostly, normal pressure dehydration, then is evaporated under reduced pressure, and is continued after sloughing moisture, is collected 158 DEG C
(8.0kPa) fraction obtains sour.This synthetic method needs to use nitric acid as reaction raw materials, due to nitric acid corrosive power compared with
By force, more demanding to equipment corrosion resistance, cost of equipment maintenance increases, and is unfavorable for reducing production cost, and be evaporated under reduced pressure
158 DEG C of fractions are collected, energy consumption of reaction is higher, is equally also unfavorable for reducing production cost, and this synthetic method craft compares
It is complicated, it is therefore necessary to propose a kind of new synthetic method.
Invention content
Technical problems based on background technology, the present invention propose the synthetic method of organic synthesis intermediate caproic acid,
Include the following steps：
A:The bromo- heptane of 1- amino -2- is added in reaction vessel, mixing speed 210-250rpm is controlled, in 50-70min
Interior addition Klorvess Liquid, raising temperature maintain 30-50min to 40-46 DEG C；
B:Praseodymium oxide powder is continuously added, temperature is increased in 3-4h to 60-67 DEG C, it is molten then to add in glycerol triacetate
Liquid, the reaction was continued 60-90min reduce temperature to 10-15 DEG C, and solution layering, sodium nitrate solution washing is multiple, 3- hexanone solution
Washing is multiple, and the washing of methylphenylamine solution is multiple, is recrystallized in pentaerythrite solution, and dehydrating agent dehydration obtains finished product caproic acid.
Preferably, Klorvess Liquid mass fraction is 15-21%.
Preferably, glycerol triacetate liquid quality fraction is 15-21%.
Preferably, sodium nitrate solution mass fraction is 20-27%.
Preferably, 3- hexanones liquid quality fraction is 40-46%.
Preferably, methylphenylamine liquid quality fraction is 60-65%.
Preferably, pentaerythrite liquid quality fraction is 80-87%.
Entire building-up process can be used following net reaction to represent：
Compared to synthetic method disclosed in background technology, the synthesis side of organic synthesis intermediate caproic acid provided by the invention
Method does not need to that nitric acid is used to avoid nitric acid as reaction raw materials and propose equipment corrosion resistance requirement compared with deep-etching ability
Height reduces cost of equipment maintenance, does not collect 158 DEG C of fractions using vacuum distillation, reduces energy consumption of reaction, reduce production
Cost, reaction intermediate link reduce very much, and the reaction time also shortens much, and reaction yield also improves, while the present invention carries
A kind of new synthetic route has been supplied, has been laid a good foundation further to promote reaction yield.
Description of the drawings
Fig. 1 is finished product caproic acid1H NMR analysis of spectra.
Fig. 2 is the hydrogen atom label figure of caproic acid molecule.
Specific embodiment
Embodiment 1：
The synthetic method of organic synthesis intermediate caproic acid, includes the following steps：
A:The bromo- heptane of 2mol 1- amino -2- is added in reaction vessel, mixing speed 210rpm is controlled, in 50min
The Klorvess Liquid that 800ml mass fractions are 15% is added in, raising temperature maintains 30min to 40 DEG C；
B:2mol praseodymium oxide powder is continuously added, temperature is increased in 3h to 60 DEG C, then adding in 4mol mass fractions is
15% glycerol triacetate solution, the reaction was continued 60min reduce temperature to 10 DEG C, and solution layering, mass fraction is 20%
Sodium nitrate solution washs 2 times, and the 3- hexanones solution that mass fraction is 40% washs 6 times, and mass fraction is 60% N- methylbenzenes
Amine aqueous solution washs 4 times, is recrystallized in the pentaerythrite solution for being 80% in mass fraction, and the dehydration of dead plaster dehydrating agent obtains
Finished product caproic acid 206.48g, yield 89%.
Embodiment 2：
The synthetic method of organic synthesis intermediate caproic acid, includes the following steps：
A:The bromo- heptane of 2mol 1- amino -2- is added in reaction vessel, mixing speed 230rpm is controlled, in 60min
The Klorvess Liquid that 800ml mass fractions are 18% is added in, raising temperature maintains 40min to 43 DEG C；
B:2.5mol praseodymium oxide powder is continuously added, temperature is increased in 3.5h to 63.5 DEG C, then adds in 4.5mol matter
Measure the glycerol triacetate solution that score is 18%, the reaction was continued 75min reduces temperature to 12.5 DEG C, solution layering, quality point
Number washs 3 times for 23.5% sodium nitrate solution, and the 3- hexanones solution that mass fraction is 43% washs 7 times, and mass fraction is
62.5% methylphenylamine solution washs 5 times, is recrystallized in the pentaerythrite solution for being 83.5% in mass fraction, anhydrous carbon
Sour potassium dehydrating agent dehydration, obtains finished product caproic acid 213.44g, yield 94%.
Embodiment 3：
The synthetic method of organic synthesis intermediate caproic acid, includes the following steps：
A:The bromo- heptane of 2mol 1- amino -2- is added in reaction vessel, mixing speed 250rpm is controlled, in 70min
The Klorvess Liquid that 800ml mass fractions are 21% is added in, raising temperature maintains 50min to 46 DEG C；
B:3mol praseodymium oxide powder is continuously added, temperature is increased in 4h to 67 DEG C, then adding in 5mol mass fractions is
21% glycerol triacetate solution, the reaction was continued 90min reduce temperature to 15 DEG C, and solution layering, mass fraction is 27%
Sodium nitrate solution washs 4 times, and the 3- hexanones solution that mass fraction is 46% washs 8 times, and mass fraction is 65% N- methylbenzenes
Amine aqueous solution washs 6 times, is recrystallized in the pentaerythrite solution for being 87% in mass fraction, and the dehydration of dead plaster dehydrating agent obtains
Finished product caproic acid 222.72g, yield 96%.
Finished product caproic acid is done13CNMR is analyzed, and it is as shown in Figure 1 to obtain analysis of spectra.
13CNMR analyses data are as shown in table 1.
Table 1 analyzes data
It described in above example, is merely preferred embodiments of the present invention, but protection scope of the present invention not office
Be limited to this, any one skilled in the art in the technical scope disclosed by the present invention, the technique according to the invention
Scheme and its inventive concept are subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (8)
1. the synthetic method of organic synthesis intermediate caproic acid, it is characterised in that include the following steps：
A:The bromo- heptane of 1- amino -2- is added in reaction vessel, controls mixing speed 210-250rpm, is added in 50-70min
Enter Klorvess Liquid, raising temperature maintains 30-50min to 40-46 DEG C；
B:Praseodymium oxide powder is continuously added, temperature is increased in 3-4h to 60-67 DEG C, then adds in glycerol triacetate solution,
The reaction was continued 60-90min reduces temperature to 10-15 DEG C, and solution layering, sodium nitrate solution washing is multiple, the washing of 3- hexanones solution
Repeatedly, the washing of methylphenylamine solution is multiple, is recrystallized in pentaerythrite solution, and dehydrating agent dehydration obtains finished product caproic acid.
2. the synthetic method of organic synthesis intermediate caproic acid according to claim 1, which is characterized in that the potassium chloride is molten
Liquid mass fraction is 15-21%.
3. the synthetic method of organic synthesis intermediate caproic acid according to claim 1, which is characterized in that three second of glycerine
Acid esters liquid quality fraction is 15-21%.
4. the synthetic method of organic synthesis intermediate caproic acid according to claim 1, which is characterized in that the sodium nitrate is molten
Liquid mass fraction is 20-27%.
5. the synthetic method of organic synthesis intermediate caproic acid according to claim 1, which is characterized in that the 3- hexanones are molten
Liquid mass fraction is 40-46%.
6. the synthetic method of organic synthesis intermediate caproic acid according to claim 1, which is characterized in that the N- methylbenzenes
Amine aqueous solution mass fraction is 60-65%.
7. the synthetic method of organic synthesis intermediate caproic acid according to claim 1, which is characterized in that the pentaerythrite
Liquid quality fraction is 80-87%.
8. the synthetic method of organic synthesis intermediate caproic acid according to claim 1, which is characterized in that include the following steps：
A:The bromo- heptane of 2mol 1- amino -2- is added in reaction vessel, mixing speed 250rpm is controlled, is added in 70min
800ml mass fractions are 21% Klorvess Liquid, and raising temperature maintains 50min to 46 DEG C；
B:3mol praseodymium oxide powder is continuously added, temperature is increased in 4h to 67 DEG C, it is 21% then to add in 5mol mass fractions
Glycerol triacetate solution, the reaction was continued 90min reduces temperature to 15 DEG C, and solution layering, mass fraction is 27% nitric acid
Sodium solution washs 4 times, and the 3- hexanones solution that mass fraction is 46% washs 8 times, and the methylphenylamine that mass fraction is 65% is molten
Liquid washs 6 times, is recrystallized in the pentaerythrite solution for being 87% in mass fraction, and the dehydration of dead plaster dehydrating agent obtains finished product
Caproic acid.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710714682.6A CN108238925A (en) | 2017-08-19 | 2017-08-19 | The synthetic method of organic synthesis intermediate caproic acid |
| GBGB1713864.5A GB201713864D0 (en) | 2017-08-19 | 2017-08-30 | Organic synthetic intermediate hexanoic acid synthesis method |
| AU2018100841A AU2018100841A4 (en) | 2017-08-19 | 2018-06-20 | Organic synthetic intermediate hexanoic acid synthesis method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201710714682.6A CN108238925A (en) | 2017-08-19 | 2017-08-19 | The synthetic method of organic synthesis intermediate caproic acid |
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| Publication Number | Publication Date |
|---|---|
| CN108238925A true CN108238925A (en) | 2018-07-03 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201710714682.6A Pending CN108238925A (en) | 2017-08-19 | 2017-08-19 | The synthetic method of organic synthesis intermediate caproic acid |
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|---|---|
| CN (1) | CN108238925A (en) |
| AU (1) | AU2018100841A4 (en) |
| GB (1) | GB201713864D0 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438286A (en) * | 2018-12-28 | 2019-03-08 | 凯瑞斯德生化(苏州)有限公司 | A kind of preparation method of (S)-N-Boc-3- bromophenyl alanine |
-
2017
- 2017-08-19 CN CN201710714682.6A patent/CN108238925A/en active Pending
- 2017-08-30 GB GBGB1713864.5A patent/GB201713864D0/en not_active Ceased
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2018
- 2018-06-20 AU AU2018100841A patent/AU2018100841A4/en not_active Ceased
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438286A (en) * | 2018-12-28 | 2019-03-08 | 凯瑞斯德生化(苏州)有限公司 | A kind of preparation method of (S)-N-Boc-3- bromophenyl alanine |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2018100841A4 (en) | 2018-08-02 |
| GB201713864D0 (en) | 2017-10-11 |
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Application publication date: 20180703 |
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