CN1686992A - Method for preparing butanedione through oxidating acetylmethylcarbinol - Google Patents
Method for preparing butanedione through oxidating acetylmethylcarbinol Download PDFInfo
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- CN1686992A CN1686992A CN 200510046107 CN200510046107A CN1686992A CN 1686992 A CN1686992 A CN 1686992A CN 200510046107 CN200510046107 CN 200510046107 CN 200510046107 A CN200510046107 A CN 200510046107A CN 1686992 A CN1686992 A CN 1686992A
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- Prior art keywords
- acetylmethylcarbinol
- oxidating
- butanedione
- iron trichloride
- acetoin
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Abstract
The present invention relates to a new method for preparing butanedione by utilizing acetoin. Said invention uses acetoin as raw material, and utilizes iron trichloride to produce chemical oxidation so as to obtain butanedione, then make sit undego the process of simple treatment, so that the pure butanedione product whose purity can be up to 99% can be obtained. The oxidant iron trichloride can be converted into iron dichloride, said iron dichloride can be oxidated by nitric acid, and can be reformed into iron trichloride, after the iron trichloride is concentrated, it can be circularly used.
Description
Technical field
The invention belongs to the fine chemical technology field, relate to a kind of preparing butanedione through oxidating acetylmethylcarbinol novel method.
Background technology
Dimethyl diketone is a kind of important spices and organic synthesis intermediate, can be used for the preparation of essence, the preparation of heterogeneous ring compound etc.At present, it is raw material that the method for synthetic dimethyl diketone has with the methylethylketone, produces dimethyl diketone through nitrosation reaction.This method wastewater flow rate is big, and product is difficult to purifying, the production cost height.Had afterwards the people with hydrolysis or fermentation method obtain 2,3-butyleneglycol method is a raw material, through the synthetic dimethyl diketone of catalytic dehydrogenation, but because of raw material rare, thereby be difficult to suitability for industrialized production.
Also useful in addition isopropylcarbinol is a raw material, resets through catalyzed oxidation and produces dimethyl diketone technology (Chinese patent application number: CN021550121.2), but all multifactor industrialization that are difficult for such as equipment input expense height, technical requirements height.
Summary of the invention
The invention provides a kind of simple to operate, safe and reliable, yield is high, selectivity is high, the new synthetic method that dimethyl diketone purity is high.
Technical conceive of the present invention:
Acetoin is a kind of important spices and organic synthesis intermediate.Its preparation method causes people's extensive attention for a long time always.Our company took the lead in 2003 in this technical acquisition important breakthrough, had realized that acetaldehyde catalysis synthesizes acetoin, (Chinese patent, application number: 200410021240.6) greatly reduce the production cost of acetoin.Feature of the present invention is that the acetoin with cheapness is a raw material, generates dimethyl diketone through the iron trichloride chemical oxidation, through simple process, just can obtain the pure product more than 99%.The oxygenant iron trichloride is converted into ferrous chloride, regenerates iron trichloride through nitric acid oxidation, can be recycled after concentrating.
Reaction formula is as follows:
Method of the present invention comprises the steps:
With acetoin, a certain amount of water and iron trichloride hydrate heat altogether, mixture heating up to 100 ℃, the reaction beginning is collected the dimethyl diketone of telling, till no fraction.Divide the water layer remove distillate, oil reservoir carries out rectifying after with the calcium chloride drying, must the product dimethyl diketone.Product purity is not less than 99%, specific refractory power 1.3935, boiling point 88.0～88.5; The oxygenant iron trichloride is converted into ferrous chloride, regenerates iron trichloride through nitric acid oxidation.
Effect of the present invention and benefit are from entire reaction course, and oxygenant only is a nitric acid; Adopt cheap acetoin to make raw material in addition, production cost is low; The present invention is simple to operate, yield is high, and the selectivity height is fit to industrial production, for the suitability for industrialized production of dimethyl diketone provides new approach.
Embodiment
Below in conjunction with technical scheme and most preferred embodiment, the present invention further is described in detail.
In being housed, 3 liters of there-necked flasks of mechanical stirring, dropping funnel, fractional column and condenser add 220 gram (2.5mol) acetoins, 500 ml waters and 1360 grams, six water crystallization iron trichlorides (5.0mol).Mixture heating up to 100 ℃ is collected the dimethyl diketone of telling, till no fraction.Divide the water layer remove distillate, oil reservoir carries out rectifying after with the calcium chloride drying, product dimethyl diketone 161 restrains.Product purity is not less than 99%, specific refractory power 1.3935,88.0～88.5 ℃ of boiling points, yield 75%.
Ferrous the pouring in the filtering cloth jar of still liquid chlorineization filtered.Filtering jar intermediary sieve tray must be completed with small stone and sand, repaves filter cloth, and cylinder bottom should be cut a hole eye, is convenient to filtrate and filters into the filtrate cylinder.Then filtrate is poured in the heating kettle, straight fire is heated to 70～80 ℃, and get final product half an hour.
Iron protochloride oxidation: above-mentioned hot filtrate is poured in the oxidation cylinder.According to proportioning, 60% nitric acid, 210 grams are added the oxidation cylinder slowly, the limit edged stirs, and till solution of ferrous chloride oxidation fully, temperature of reaction is controlled at 50～60 ℃.
Concentrate, cooling: will react the solution of ending, to pour in the enamel basin direct heating into concentrated, and controlled temperature is 150～160 ℃, about 3 hours of time.After pouring in the finished cylinder cooling into, be six water crystallization iron trichloride solids.
Claims (6)
1. the method for a preparing butanedione through oxidating acetylmethylcarbinol is characterized in that with the acetoin being raw material, and through the synthetic dimethyl diketone of iron trichloride oxidation, the ferrous chloride that generates after the oxidation is reduced to iron trichloride through nitric acid oxidation in the aqueous solution, and oxygenant can be recycled.
2. the method for a kind of preparing butanedione through oxidating acetylmethylcarbinol according to claim 1, the mol ratio that it is characterized in that acetoin and iron trichloride hydrate is 1: 2-2.4.
3. the method for a kind of preparing butanedione through oxidating acetylmethylcarbinol according to claim 1, in it is characterized in that reacting the water yield be the acetoin amount 2-3 doubly.
4. the method for a kind of preparing butanedione through oxidating acetylmethylcarbinol according to claim 1 is characterized in that ferrous chloride and nitric acid mol ratio are 1: 0.35-0.6.
5. according to claim 1, the method for 4 described a kind of preparing butanedione through oxidating acetylmethylcarbinol is characterized in that concentration of nitric acid is 15-75%.
6. according to claim 1, the method for 4 described a kind of preparing butanedione through oxidating acetylmethylcarbinol is characterized in that ferrous chloride and nitric acid reaction temperature are 30-70 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510046107 CN1686992A (en) | 2005-03-24 | 2005-03-24 | Method for preparing butanedione through oxidating acetylmethylcarbinol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510046107 CN1686992A (en) | 2005-03-24 | 2005-03-24 | Method for preparing butanedione through oxidating acetylmethylcarbinol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1686992A true CN1686992A (en) | 2005-10-26 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200510046107 Pending CN1686992A (en) | 2005-03-24 | 2005-03-24 | Method for preparing butanedione through oxidating acetylmethylcarbinol |
Country Status (1)
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| CN (1) | CN1686992A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101723817B (en) * | 2009-11-23 | 2012-12-26 | 湖南师范大学 | Method for preparing 2, 3-butanedione |
| CN105541588A (en) * | 2016-02-25 | 2016-05-04 | 济南悟通化学科技有限公司 | Synthesis method of butanedione |
| CN109206305A (en) * | 2018-10-30 | 2019-01-15 | 盐城市春竹香料有限公司 | A method of diacetyl is continuously prepared using reactive distillation column |
| CN116375566A (en) * | 2023-04-04 | 2023-07-04 | 济南悟通生物科技有限公司 | Catalytic synthesis method of 2, 3-butanedione, catalyst and preparation method |
-
2005
- 2005-03-24 CN CN 200510046107 patent/CN1686992A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101723817B (en) * | 2009-11-23 | 2012-12-26 | 湖南师范大学 | Method for preparing 2, 3-butanedione |
| CN105541588A (en) * | 2016-02-25 | 2016-05-04 | 济南悟通化学科技有限公司 | Synthesis method of butanedione |
| CN105541588B (en) * | 2016-02-25 | 2017-12-01 | 济南悟通生物科技有限公司 | A kind of synthetic method of diacetyl |
| CN109206305A (en) * | 2018-10-30 | 2019-01-15 | 盐城市春竹香料有限公司 | A method of diacetyl is continuously prepared using reactive distillation column |
| CN109206305B (en) * | 2018-10-30 | 2021-07-20 | 盐城市春竹香料有限公司 | Method for continuously preparing butanedione by using reactive distillation column |
| CN116375566A (en) * | 2023-04-04 | 2023-07-04 | 济南悟通生物科技有限公司 | Catalytic synthesis method of 2, 3-butanedione, catalyst and preparation method |
| CN116375566B (en) * | 2023-04-04 | 2023-08-29 | 济南悟通生物科技有限公司 | Catalytic synthesis method of 2, 3-butanedione, catalyst and preparation method |
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