CN1962595A - Method for synthesis of 3-octene-2-ketone - Google Patents
Method for synthesis of 3-octene-2-ketone Download PDFInfo
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- CN1962595A CN1962595A CN 200510110222 CN200510110222A CN1962595A CN 1962595 A CN1962595 A CN 1962595A CN 200510110222 CN200510110222 CN 200510110222 CN 200510110222 A CN200510110222 A CN 200510110222A CN 1962595 A CN1962595 A CN 1962595A
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- ketone
- acid
- octene
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- acetone
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Abstract
The invention discloses a synthesizing method of 3-octanalkylene-2-ketone, which comprises the following steps: 1. reacting acetone and valeraldehyde through condensation to prepare 4-hydroxy-2-octanone at 5-40 Deg C for 4-6h; making the molar rate of valeraldehyde and acetone at 1/3-1/5; adopting piperidine, pyrrolidone and dibutylamine as catalyst; 2. dehydrating 4-hydroxy-2-octanone through acid to prepare 3-octanalkylene-2-ketone for 0.5-1h; adopting the acid from dilute sulfuric acid, dilute hydrochloric acid, phosphoric acid and p-toluenesulfonic acid; making the solvent from cyclohexane, benzene and toluene.
Description
Technical field
The present invention relates to the synthetic method of a kind of 3-octene-2-ketone.
Background technology
3-octene-2-ketone is present in to be fried in the fibert, has Earthy Taste, has the blue berry sample fragrance of fruity notes, is mainly used in the food such as soft drink, candy, bake, jelly and pudding.Adopt the synthetic method craft complexity of the 3-octene-2-ketone of common way acquisition, efficiency of pcr product is low.
Summary of the invention
The present invention is directed to the shortcoming of prior art, a kind of synthetic method with 3-octene-2-ketone of higher yield is provided.
The synthetic method of 3-octene of the present invention-2-ketone: the first step, make 4-hydroxyl-methyln-hexyl ketone with acetone and valeral by condensation reaction, temperature of reaction 5-40 ℃, reaction times 4-6 hour, the mol ratio 1/3 to 1/5 of valeral and acetone, the reaction catalyst system therefor is piperidines, tetramethyleneimine, dibutylamine; In second step, 4-hydroxyl-methyln-hexyl ketone makes 3-octene-2-ketone by the acid dehydration, and reaction times 0.5-1 hour, reacting used acid was dilute sulphuric acid, dilute hydrochloric acid, phosphoric acid, tosic acid, and the reaction solvent for use is cyclohexane, benzene, toluene.Its reaction formula is as follows:
The invention has the advantages that: in reaction process, use piperidines to be catalyzer, 4-hydroxyl-methyln-hexyl ketone yield height, with the tosic acid dehydration, the reaction times is short, and by product is few, and dehydrating effect is good.
Embodiment
Further specify enforcement of the present invention below.
The first step: the preparation of 4-hydroxyl-methyln-hexyl ketone.
In being housed, the 500ml three-necked round bottom flask of agitator, dropping funnel, interior thermometer adds 135g (2.33mol) acetone, 6g (0.10mol) acetate, 2g (0.024mol) piperidines.Begin to stir, 15 ℃ of left and right sides Dropwise 5 0g (0.58mol) valeral dropwised in about 1 hour, continued reaction 3-5 hour again under room temperature.Stop to stir, normal pressure reclaims acetone down.Distill under the reduced pressure product 4-hydroxyl-methyln-hexyl ketone 71g, content 95%, yield 85%.
Second step: the preparation of 3-octene-2-ketone.
In the 500ml three-necked round bottom flask that agitator, interior thermometer, water-and-oil separator are housed, add 72g (0.5mol) 4-hydroxyl-methyln-hexyl ketone, 200ml cyclohexane, 1g tosic acid.Open and stir, refluxed about 40 minutes, water-and-oil separator is approximately told 9ml water.Stop to stir, reaction mixture successively with 10% aqueous sodium carbonate, be washed to neutrality.Normal pressure reclaims down cyclohexane, distill under the decompression product 61.7g, through the gas phase layering, by product 4-octene-2-ketone content is 3.5%, and Tuo Shui 4-hydroxyl-2-ketone content is not 0.2%, in fact obtains the heavy 59.4g of 3-octene-2-ketone product,, yield 94.3%, content 96.3%.
Claims (1)
1.3-the synthetic method of octene-2-ketone: it is characterized in that the first step makes 4-hydroxyl-methyln-hexyl ketone with acetone and valeral by condensation reaction, temperature of reaction 5-40 ℃, reaction times 4-6 hour, the mol ratio 1/3 to 1/5 of valeral and acetone, the reaction catalyst system therefor is piperidines, tetramethyleneimine, dibutylamine; In second step, 4-hydroxyl-methyln-hexyl ketone makes 3-octene-2-ketone by the acid dehydration, and reaction times 0.5-1 hour, reacting used acid was dilute sulphuric acid, dilute hydrochloric acid, phosphoric acid, tosic acid, and the reaction solvent for use is hexanaphthene, benzene, toluene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510110222 CN1962595A (en) | 2005-11-10 | 2005-11-10 | Method for synthesis of 3-octene-2-ketone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200510110222 CN1962595A (en) | 2005-11-10 | 2005-11-10 | Method for synthesis of 3-octene-2-ketone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1962595A true CN1962595A (en) | 2007-05-16 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200510110222 Pending CN1962595A (en) | 2005-11-10 | 2005-11-10 | Method for synthesis of 3-octene-2-ketone |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1962595A (en) |
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2005
- 2005-11-10 CN CN 200510110222 patent/CN1962595A/en active Pending
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| PB01 | Publication | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |