CN101941889B - Synthesis method for 4-N-heptylalcohol - Google Patents
Synthesis method for 4-N-heptylalcohol Download PDFInfo
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- CN101941889B CN101941889B CN2010102345499A CN201010234549A CN101941889B CN 101941889 B CN101941889 B CN 101941889B CN 2010102345499 A CN2010102345499 A CN 2010102345499A CN 201010234549 A CN201010234549 A CN 201010234549A CN 101941889 B CN101941889 B CN 101941889B
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- Prior art keywords
- heptyl alcohol
- ethylmagnesium bromide
- tetrahydrofuran solution
- epoxy chloropropane
- bromide
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Abstract
The invention relates to a method of a chemical synthesis technology, in particular to a synthesis method of 4-N-heptylalcohol. In the method, tetrahydrofuran is used as a solvent, and epoxy chloropropane and ethyl brominated magnesium are synthesized into the 4-N-heptylalcohol under the catalysis of cuprous bromide. The invention can ensure that the rate and the specificity of the reaction can be greatly enhanced; an ethyl brominated magnesium and tetrahydrofuran solution is added in batches to greatly reduce the generation of by-products and enhance the yield of the 4-N-heptylalcohol; the method is simple and convenient; and the production cost is low.
Description
Technical field
The present invention relates to chemical industry synthetic technology method, the particularly compound method of 4-n-Heptyl alcohol.
Background technology
The 4-n-Heptyl alcohol is one type of important chemical midbody, has application widely aspect chemical materials, medication chemistry and the meticulous organic chemical industry.The present domestic working method that the 4-n-Heptyl alcohol is not arranged as yet, such starting material mainly obtain through import.Because the secret 4-n-Heptyl alcohol price that causes of external synthetic technology is very expensive, causes domestic production application cost high.The compound method that has the 4-n-Heptyl alcohol of autonomous property right is at present needed breakthrough badly.
Summary of the invention
The object of the invention just be to develop a kind of easily, the 4-n-Heptyl alcohol novel synthesis of environmental protection.
The present invention is solvent with the THF, with epoxy chloropropane and ethylmagnesium bromide synthetic 4-n-Heptyl alcohol under the catalysis of cuprous bromide.
The present invention adopts cuprous bromide catalysis to synthesize the 4-n-Heptyl alcohol first, is catalyzer with the cuprous bromide, can improve the speed and the specificity of reaction greatly.The ethylmagnesium bromide tetrahydrofuran solution adds in batches in the method, greatly reduces the generation of by product like this, and 4-n-Heptyl alcohol productive rate is higher.This method is simple and efficient, and production cost is low, is beneficial to the process for processing of application product, has application promise in clinical practice.
Concrete grammar of the present invention comprises: epoxy chloropropane and cuprous bromide are stirred down in normal temperature, after waiting to lower the temperature, drip the tetrahydrofuran solution of ethylmagnesium bromide, insulated and stirred under-5～0 ℃ of temperature environment for the first time to mixed system; Then, system is warming up to 20～30 ℃, drips the tetrahydrofuran solution of ethylmagnesium bromide under the whipped state for the second time to system, stirring reaction under 20～30 ℃ of temperature environments; After question response finished, the PH that regulates mixture with hydrochloric acid was 6～7, and standing demix is got oil reservoir then; With carrying out rectifying after the oil reservoir drying, collect 155～157 ℃ of fractions, i.e. 4-n-Heptyl alcohol.
In addition, in order to economize in raw materials, the mass ratio that feeds intake of epoxy chloropropane according to the invention and cuprous bromide is 900～1000: 1.
Said epoxy chloropropane is 1: 6～6.5 with the mass ratio that feeds intake of the tetrahydrofuran solution of the ethylmagnesium bromide that drips for the first time.
Said epoxy chloropropane is 1: 6～6.5 with the mass ratio that feeds intake of the ethylmagnesium bromide tetrahydrofuran solution that drips for the second time.
The mass percent concentration of ethylmagnesium bromide is 25% in the tetrahydrofuran solution of said ethylmagnesium bromide.
Embodiment
Concrete reaction formula of the present invention is:
In the formula, CuBr is a catalyzer.THF (THF) is a solvent.This reaction equation is represented: epoxy chloropropane and ethylmagnesium bromide be synthetic 4-n-Heptyl alcohol under cuprous bromide catalysis.
Concrete steps are following:
1,92.5g epoxy chloropropane and 0.1g cuprous bromide are joined stirred in the 2000mL there-necked flask 5 ± 1 minutes.
2, system is cooled to-5～0 ℃, in 2～3 hours, in reaction solution, drips mass percent concentration and be 25% ethylmagnesium bromide tetrahydrofuran solution 600g.
3, drip off the back-5～0 ℃ of insulated and stirred 1.5 hours.
4, system is warming up to 20～30 ℃ after, drip 600g, concentration again and be 25% ethylmagnesium bromide tetrahydrofuran solution.
5, after dropping finished, the insulated and stirred reaction was 3 hours under 20～30 ℃ temperature environment.
6, in mixture, slowly add 10% hydrochloric acid and regulate PH=6～7, standing demix, the upper strata is an oil reservoir, lower floor is a water layer.Water layer is incorporated in oil reservoir after concentrating with the 100ml ethyl acetate extraction.
7, with carrying out rectifying after the oil reservoir drying.Adopt 1.5 meters rectifying volumns to carry out normal pressure and separate, mainly collect 155～157 ℃ of fractions, get the 4-n-Heptyl alcohol, weight is 50.3g, content >=98%.
Claims (5)
1.4-the compound method of n-Heptyl alcohol is characterized in that: THF is a solvent, with epoxy chloropropane and ethylmagnesium bromide synthetic 4-n-Heptyl alcohol under cuprous bromide is catalytic; Epoxy chloropropane and cuprous bromide are stirred down in normal temperature, after waiting to lower the temperature, drip the tetrahydrofuran solution of ethylmagnesium bromide, insulated and stirred under-5～0 ℃ of temperature environment for the first time to mixed system; Then, system is warming up to 20～30 ℃, drips the tetrahydrofuran solution of ethylmagnesium bromide under the whipped state for the second time to system, stirring reaction under 20～30 ℃ of temperature environments; After question response finished, the pH that regulates mixture with hydrochloric acid was 6～7, and standing demix is got oil reservoir then; With carrying out rectifying after the oil reservoir drying, collect 155～157 ℃ of fractions, i.e. 4-n-Heptyl alcohol.
2. according to the compound method of the said 4-n-Heptyl alcohol of claim 1, it is characterized in that the mass ratio that feeds intake of said epoxy chloropropane and cuprous bromide is 900～1000: 1.
3. according to the compound method of the said 4-n-Heptyl alcohol of claim 1, it is characterized in that the said epoxy chloropropane and the mass ratio that feeds intake of the tetrahydrofuran solution of the ethylmagnesium bromide that drips for the first time are 1: 6～6.5.
4. according to the compound method of the said 4-n-Heptyl alcohol of claim 1, it is characterized in that the said epoxy chloropropane and the mass ratio that feeds intake of the ethylmagnesium bromide tetrahydrofuran solution that drips for the second time are 1: 6～6.5.
5. according to the compound method of the said 4-n-Heptyl alcohol of claim 1, it is characterized in that the mass percent concentration of ethylmagnesium bromide in the tetrahydrofuran solution of said ethylmagnesium bromide is 25%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102345499A CN101941889B (en) | 2010-07-19 | 2010-07-19 | Synthesis method for 4-N-heptylalcohol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102345499A CN101941889B (en) | 2010-07-19 | 2010-07-19 | Synthesis method for 4-N-heptylalcohol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101941889A CN101941889A (en) | 2011-01-12 |
| CN101941889B true CN101941889B (en) | 2012-06-27 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2010102345499A Expired - Fee Related CN101941889B (en) | 2010-07-19 | 2010-07-19 | Synthesis method for 4-N-heptylalcohol |
Country Status (1)
| Country | Link |
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| CN (1) | CN101941889B (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5426237A (en) * | 1991-08-08 | 1995-06-20 | Sumitomo Chemical Co., Ltd. | Process for producing alcohols and ketones |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63307288A (en) * | 1987-06-08 | 1988-12-14 | Agency Of Ind Science & Technol | Production of carbinol |
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2010
- 2010-07-19 CN CN2010102345499A patent/CN101941889B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5426237A (en) * | 1991-08-08 | 1995-06-20 | Sumitomo Chemical Co., Ltd. | Process for producing alcohols and ketones |
Non-Patent Citations (2)
| Title |
|---|
| J. K.Magrane,Jr.et al..Reaction of epichlorohydrin with the Grignard reagent.《Journal of the American Chemical Society》.1942,第64卷484-487. * |
| JP昭63-307288A 1988.12.14 |
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| CN101941889A (en) | 2011-01-12 |
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