CN105061153A - Method for preparing thymol through isopropyl m-cresols - Google Patents
Method for preparing thymol through isopropyl m-cresols Download PDFInfo
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- CN105061153A CN105061153A CN201510550151.9A CN201510550151A CN105061153A CN 105061153 A CN105061153 A CN 105061153A CN 201510550151 A CN201510550151 A CN 201510550151A CN 105061153 A CN105061153 A CN 105061153A
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- thymol
- isopropyl
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- cresols
- high purity
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for preparing thymol through isopropyl m-cresols, which adopts a molecular sieve as a catalyst, adds raw material metacresol and isopropyl reagent isopropyl alcohols into a reaction kettle according to certain proportion, generates the thymol and isomers thereof through a catalytic reaction in a given temperature, and can achieve above 98% selective yield of the thymol. The method for preparing the thymol through the isopropyl m-cresols has the advantages of high catalysis efficiency, wide source of raw materials, excellent product selective yield and easy operation of industrial production. The method for preparing the thymol through the isopropyl m-cresols has great guidance and application value in production preparation of the isopropyl m-cresols.
Description
Invention field
The present invention relates to a kind of with Al-MCM-41 molecular sieve for catalyzer, catalysis is that the raw material of isopropylating agent and meta-cresol react with Virahol, prepares the novel method of thymol.
Background technology
Thymol is the extremely flaxen translucent crystallization of a kind of white, is at first to be separated in grass to obtain from hundred, also therefore gains the name.Thymol is otherwise known as thymol, and chemical name is 2-sec.-propyl-5-methylphenol, and English 2-isopropyl-5-methylphenol by name, chemical formula is C
10h
14o, molecular weight is 150.22.Thymol is crystalline powder at normal temperatures, and boiling point is 233 DEG C, and fusing point is 48-51 DEG C.Thymol has hundred li of grass or thymy special aroma, is a kind of important source material of preparation mentha camphor.It has preservative property, and toxicity is lower than phenol, has pharmaceutical use, can be used in dental health article; It also has antimycotic and parasite function, can be used to process wound, stores dissec etc.; Because it has phenols smell, be also often applied to the preparation field of wormer.In addition, except the pharmaceutical field the most often used, thymol can also as the additive preparing antioxidant, also can as the qualification special reagent of titanium oxide and the contrast benchmark etc. of thymol blue.
It is from meta-cresol that synthesis thymol studies more route, and with meta-cresol and various isopropylating agent, as propylene, Virahol or isopropyl halide compound etc. are obtained by reacting by F-C, the by product of this reaction is relatively many.MashiroN. wait business γ-Al
2o
3in gas with various under differing temps again roasting obtain various single metal oxide catalyst come catalysis isopropylization reaction reaction process by product is reduced to some extent.Also scientist H.Grabowska etc. is had to optimize reaction (ResearchonChemistryIntermediates using the iron containing Cr, Si, K oxide compound as catalyzer, 2001,27 (3): 281-285), but the yield of end product is not high, and purity also awaits promoting.As for how to utilize meta-cresol and Virahol directly by molecular sieve catalyst Al-MCM-41 to prepare the then rarely seen report of thymol.
Summary of the invention
The object of the invention is to solve above-mentioned deficiency and provide a kind of utilize meta-cresol and the common Virahol be easy to get to prepare thymol by molecular sieve catalyst Al-MCM-41 and Optimizing Technical to obtain the method for better purity and selectivity yield.
In order to achieve the above object, the invention provides a kind of high purity thymol preparation method, comprise operation as follows: 1) by 500g molecular sieve catalyst uniform filling in 5L reactor, adopt electrical heating method make reactor entirety be warmed up to 250 degree to 350 degree;
2) after homo(io)thermism, using isopropylating agent: meta-cresol mixes as raw material according to the ratio of mol ratio 0.7:1 ~ 2.0:1, put in reactor, start after airtight to react;
3) after 10-60min is carried out in reaction, after taking out reaction product filtration, in above-mentioned product, add a certain amount of organic solvent extraction 3 times, dry, concentrated after obtain end product thymol, the thymol selectivity yield of final whole process reaches more than 98%.
Wherein, described catalyzer is molecular sieve catalyst Al-MCM-41, and described isopropylating agent is Virahol, and described extraction organic solvent is ethyl acetate or butylacetate.
In whole preparation process, react controlled, product purity is good, the selectivity yield of thymol is high.Possess above advantage, the present invention, in the production and preparation process of thymol, possesses and instructs greatly and using value.
Embodiment
Embodiment 1
1) 500g molecular sieve catalyst Al-MCM-41 is joined in the reactor of 5L, adopt electrical heating method to make reactor entirety be warmed up to 300 DEG C.
2) question response still is heated to 300 DEG C, and after homo(io)thermism, by Virahol: meta-cresol mixes raw material according to the ratio of mol ratio 1.2:1 and amounts to 1000g, airtight after dropping into reactor, start reaction.
3) after 20min is carried out in reaction, filter after taking out reaction product, the ethyl acetate adding 1000g in above-mentioned product first extracts 1 time, re-uses 400g extraction into ethyl acetate 2 times, is added up by three extraction gained.
4) by concentrated after liquid anhydrous sodium sulfate drying process after above-mentioned extraction, thymol 771ml is obtained.Detected by instrument, the thymol selectivity yield of the finished product reaches 98.3%.
Embodiment 2
1) 500g molecular sieve catalyst Al-MCM-41 is joined in the reactor of 5L, adopt electrical heating method to make reactor entirety be warmed up to 320 DEG C.
2) question response still is heated to 320 DEG C, and after homo(io)thermism, by Virahol: meta-cresol mixes raw material according to the ratio of mol ratio 1.4:1 and amounts to 1000g, airtight after dropping into reactor, start reaction.
3) after 30min is carried out in reaction, filter after taking out reaction product, the ethyl acetate adding 1000g in above-mentioned product first extracts 1 time, re-uses 400g extraction into ethyl acetate 2 times, is added up by three extraction gained.
4) by concentrated after liquid anhydrous sodium sulfate drying process after above-mentioned extraction, thymol 739ml is obtained.Detected by instrument, the thymol selectivity yield of the finished product reaches 98.0%.
Claims (4)
1. a preparation method for high purity thymol, is characterized in that comprising following operation:
1) by 500g molecular sieve catalyst uniform filling in 5L reactor, adopt electrical heating method make reactor entirety be warmed up to 250 degree to 350 degree;
2) after homo(io)thermism, using isopropylating agent: meta-cresol mixes as raw material according to the ratio of mol ratio 0.7:1 ~ 2.0:1, put in reactor, start after airtight to react;
3) after 10-60min is carried out in reaction, after taking out reaction product filtration, in above-mentioned product, add a certain amount of organic solvent extraction 3 times, dry, concentrated after obtain end product thymol, the thymol selectivity yield of final whole process reaches more than 98%.
2. the preparation method of high purity thymol according to claim 1, is characterized in that the catalyzer in step 1) is molecular sieve-4 A l-MCM-41.
3. the preparation method of high purity thymol according to claim 1, is characterized in that step 2) in isopropylating agent be Virahol.
4. the preparation method of high purity thymol according to claim 1, is characterized in that the organic solvent of the extraction in step 3) is ethyl acetate or butylacetate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510550151.9A CN105061153A (en) | 2015-09-01 | 2015-09-01 | Method for preparing thymol through isopropyl m-cresols |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510550151.9A CN105061153A (en) | 2015-09-01 | 2015-09-01 | Method for preparing thymol through isopropyl m-cresols |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105061153A true CN105061153A (en) | 2015-11-18 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201510550151.9A Pending CN105061153A (en) | 2015-09-01 | 2015-09-01 | Method for preparing thymol through isopropyl m-cresols |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114053962A (en) * | 2021-11-08 | 2022-02-18 | 大连凯飞化学股份有限公司 | Fluidized bed reaction system and method for in-situ catalytic synthesis of thymol |
| CN114849769A (en) * | 2022-04-25 | 2022-08-05 | 安徽海华科技集团有限公司 | Catalyst for synthesizing thymol and preparation method and application thereof |
-
2015
- 2015-09-01 CN CN201510550151.9A patent/CN105061153A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114053962A (en) * | 2021-11-08 | 2022-02-18 | 大连凯飞化学股份有限公司 | Fluidized bed reaction system and method for in-situ catalytic synthesis of thymol |
| CN114849769A (en) * | 2022-04-25 | 2022-08-05 | 安徽海华科技集团有限公司 | Catalyst for synthesizing thymol and preparation method and application thereof |
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Application publication date: 20151118 |
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