CN101357882B - Method for preparing acetoin by butanone - Google Patents
Method for preparing acetoin by butanone Download PDFInfo
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- CN101357882B CN101357882B CN2008101431907A CN200810143190A CN101357882B CN 101357882 B CN101357882 B CN 101357882B CN 2008101431907 A CN2008101431907 A CN 2008101431907A CN 200810143190 A CN200810143190 A CN 200810143190A CN 101357882 B CN101357882 B CN 101357882B
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- butanone
- acetoin
- bromate
- aqueous solution
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Abstract
The present invention belongs to technical field of fine chemical, and relates to a synthetic method for preparing acetoin by butanone. The raw material is cheap butanone, the butanone reacts by using bromate in acidic aqueous solution at the temperature of 20 to 90 DEG C; then, acetoin is synthesized by hydrolyzation under the alkaline condition. The synthetic method has the beneficial effects of mild reaction condition, simple operation and high yield; meanwhile, the produced acetoin can be widely used in food additives, tobacco, medicines, and the like, has extremely high application value and provides a new way for the industrial production.
Description
Technical field:
The invention belongs to the fine chemical technology field, relate to a kind of method of getting acetoin by the butanone preparation.
Technical background:
Acetoin
Be a kind of very important spices and organic synthesis intermediate, be usually used in the preparation of essence and the preparation of heterogeneous ring compound etc., at present, the method for synthetic acetoin has the acetaldehyde catalysis method, and 2,3-dimethyl diketone chemical reduction method etc.But these method cost height, product is difficult to purifying, has limited mass production.
Therefore, seek a kind of simple, efficient, safety, environmental protection, the low consumed acetoin method of producing is a challenge greatly.
Summary of the invention
Purpose of the present invention aims to provide a kind of simple and convenient, and is with low cost, environmental friendliness, and speed of response is fast, the acetoin preparation method that productive rate is high.
The objective of the invention is to realize by following manner:
Butanone is mixed with bromate, and in acidic aqueous solution, temperature of reaction is 20--90 ℃, reacts 3-12 hour, obtains intermediate product, and hydrolysis gets acetoin in alkaline aqueous solution then.
Method of the present invention has avoided preparing the conventional thinking of acetoin in the past, the preparation method of a kind of new acetoin of the proposition of novelty, and by butanone, bromate reaction, hydrolysis obtains.Have the reaction conditions gentleness, raw materials cost is low, and reaction process is simple, and is easy to operate, and speed of response is fast, and Bromide reclaims easily, and the high characteristics of productive rate.
The contriver is by research trial, and butanone and bromate are with the most preferably mol ratio of 1:0.8-1.2.
In addition, the present invention is preferably reacting in the acidic aqueous solution of PH＜4.(most preferably being 1＜PH＜4)
The present invention is also preferred at PH〉under 10 the alkaline condition with the intermediate product hydrolysis, (most preferably being 10＜PH＜12).Preferred 2 to 8 hours of hydrolysis time.
The preferred NaBrO3 of described bromate, KBrO3.
The present invention is raw material with the butanone, with the bromate reaction, obtains intermediate product 3-bromo butanone under acidic conditions
Hydrolysis in alkaline aqueous solution then, synthetic acetoin of two steps.Temperature of reaction is 20--90 ℃, and the reaction times is about 3-12 hours.After simple process, product purity is not less than 98%, refractive index 1.4185,148 ℃ of boiling points.Can significantly reduce by product, relatively environmental protection.The present invention produces the acetoin that obtains can be widely used in foodstuff additive, tobacco, and medicine etc. have high using value.The present invention also provides new approach for the suitability for industrialized production of acetoin.
Solvent in the described reaction is a water, can add organic solvent (as THF, CH
2Cl
2Deng) also can not add other organic solvent.
Description of drawings
Fig. 1 is intermediate product gas-chromatography-mass spectrum total ion current figure of embodiment 1.
Fig. 2 is the 3-methyl bromoethyl ketone mass spectrum of embodiment 1.
Fig. 3 is the 1-methyl bromoethyl ketone mass spectrum of embodiment 1.
Fig. 4 is acetoin gas-chromatography-mass spectrum total ion current figure of embodiment 1.
Fig. 5 is the acetoin mass spectrum of embodiment 1.
Specific embodiment:
Following examples are intended to illustrate the present invention rather than limitation of the invention further, and the present invention can implement by the described arbitrary mode of summary of the invention.
Embodiment 1:
72g butanone+160g KBrO3,50 ℃ of water-baths add (the dense H of 20g
2SO
4Dissolve among the 180mLH2O) reacted 5 hours, add alkali and be hydrolyzed 2 hours, finish back makings check and analysis, butanone almost transforms fully, and the chromatographic integration area percentage of main intermediate product is 74.5%.Efficiency of pcr product 73.2%.(shown in Fig. 1-5.)
Embodiment 2:
72g butanone+151g NaBrO3,30 ℃ of water-baths add (the dense H of 20g
2SO
4Dissolve among the 180mLH2O) reacted 8 hours, add alkali and be hydrolyzed 2 hours, finish back makings check and analysis, butanone almost transforms fully, and the chromatographic integration area percentage of main intermediate product is 72%.Efficiency of pcr product 69.5%.
Embodiment 3:
72g butanone+151g NaBrO3,80 ℃ of water-baths add (the dense H of 20g
2SO
4Dissolve among the 180mLH2O) reacted 5 hours, add alkali under the normal temperature and be hydrolyzed 2 hours, finish back makings check and analysis, butanone almost transforms fully, and the chromatographic integration area percentage of main intermediate product is 70%.Efficiency of pcr product 69.3%.
Embodiment 4:
72g butanone+160g KBrO3,80 ℃ of water-baths add (10g concentrated hydrochloric acid
4Dissolve among the 180mLH2O) reacted 5 hours, hydro-oxidation sodium was hydrolyzed 2 hours, finished back makings check and analysis, and butanone almost transforms fully, and the chromatographic integration area percentage of main intermediate product is 71%.Efficiency of pcr product 71.5%.
Claims (5)
1. one kind prepares the method for acetoin by butanone, it is characterized in that butanone is mixed with bromate, and in acidic aqueous solution, temperature of reaction is 20--90 ℃, reacts 3-12 hour, obtains intermediate product, and hydrolysis gets acetoin in alkaline aqueous solution then; Described bromate is NaBrO3 or KBrO3.
2. according to claim 1ly a kind ofly prepare the method for acetoin, it is characterized in that it is 1 that butanone and bromate have mol ratio: 0.8-1.2 by butanone.
3. according to claim 1ly a kind ofly prepare the method for acetoin, it is characterized in that butanone mixes with bromate, in the acidic aqueous solution of pH＜4, reacting by butanone.
4. according to claim 1ly a kind ofly prepare the method for acetoin, it is characterized in that by butanone, under the alkaline condition of pH＞10 with the intermediate product hydrolysis.
5. describedly a kind ofly prepare the method for acetoin according to claim 1 or 4, it is characterized in that hydrolysis time is 2 to 8 hours by butanone.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008101431907A CN101357882B (en) | 2008-09-12 | 2008-09-12 | Method for preparing acetoin by butanone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008101431907A CN101357882B (en) | 2008-09-12 | 2008-09-12 | Method for preparing acetoin by butanone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101357882A CN101357882A (en) | 2009-02-04 |
| CN101357882B true CN101357882B (en) | 2011-07-20 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN2008101431907A Active CN101357882B (en) | 2008-09-12 | 2008-09-12 | Method for preparing acetoin by butanone |
Country Status (1)
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Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105985218A (en) * | 2015-01-27 | 2016-10-05 | 李坚 | Method and application of reaction of carboxylate or carboxylic acid and water for synthesizing acyloin and alcohol (ketone) organics |
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2008
- 2008-09-12 CN CN2008101431907A patent/CN101357882B/en active Active
Non-Patent Citations (3)
| Title |
|---|
| 严德鹏等.合成溴代丁酮的新工艺研究.《化工时刊》.2007,第21 卷(第3 期),第5-7页. * |
| 严德鹏等.合成溴代丁酮的新工艺研究.<<化工时刊>>.2007,第21 卷(第3 期),第5-7页. |
| 韩 丽等.乙偶姻的性质、生产及应用.《山东轻工业学院学报》.2007,第21卷(第4期),第81页. * |
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| CN101357882A (en) | 2009-02-04 |
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