CN101074197A - Production of p-tert-methyl benzoate by catalysis - Google Patents
Production of p-tert-methyl benzoate by catalysis Download PDFInfo
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- CN101074197A CN101074197A CN 200710042637 CN200710042637A CN101074197A CN 101074197 A CN101074197 A CN 101074197A CN 200710042637 CN200710042637 CN 200710042637 CN 200710042637 A CN200710042637 A CN 200710042637A CN 101074197 A CN101074197 A CN 101074197A
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- tert
- benzoic acid
- butyl benzoic
- methyl alcohol
- butyl
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- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Production of tert-butyl-methyl-benzoate by catalyst is carried out by dissolving tert-butyl-benzene carbonic acid into methanol in proportion of 12:6, adding catalyst titanous sulfate 10-20 wt% into solution, heating mixture to reflux temperature, reacting for 5-8 hrs, filtering to remove titanous sulfate, distilling mother liquid while recovering methanol, decompress distilling and collecting cut fraction at 122-124 degree/9 mmHg to obtain final product It's simple and cheap, has more yield, higher purity and less waste discharge.
Description
Technical field
The present invention relates to utilize the method for the Preparation of Catalyst p-tert-butyl benzoic acid methyl esters of environment-friendly type.
Background technology
The p-tert-butyl benzoic acid methyl esters is important organic synthesis intermediate, because raw materials used p-tert-butyl benzoic acid is sterically hindered big, the methyl alcohol boiling point is low, synthetic very difficulty.The three wastes that the method for the synthetic p-tert-butyl benzoic acid methyl esters of catalysis such as sulfuric acid commonly used, FERRIC CHLORIDE ANHYDROUS produces are many, to the equipment requirements height, side reaction is many, yield is low, the scientific research personnel is seeking a kind of method of the Preparation of Catalyst p-tert-butyl benzoic acid methyl esters of environment-friendly type of utilizing always and is solving the problems referred to above.
Summary of the invention
Technical problem to be solved by this invention provides a kind of method of utilizing the Preparation of Catalyst p-tert-butyl benzoic acid methyl esters of environment-friendly type, and this method is simple to operate, the three wastes are few, the product yield height.
The preparation method of p-tert-butyl benzoic acid methyl esters, chemical equation is:
The technical solution used in the present invention: a kind of method of catalytic preparation p-tert-butyl benzoic acid methyl esters comprises the following steps:
A. p-tert-butyl benzoic acid fully is dissolved in the methyl alcohol, the molar mass of methyl alcohol is 6～12 times of p-tert-butyl benzoic acid molar mass;
B. add the catalyst sulfuric acid titanium in solution, the quality of titanium sulfate is 10～20% of a p-tert-butyl benzoic acid quality;
C. heat mixed solution to reflux temperature, reaction times is 5～8 hours, and filtered while hot is removed the catalyst sulfuric acid titanium, and mother liquor carries out underpressure distillation after methyl alcohol is reclaimed in distillation, collect 122～124 ℃/9mmHg cut at last, obtain reaction product p-tert-butyl benzoic acid methyl esters.
Beneficial effect of the present invention: the present invention uses environment-friendly type catalyst sulfuric acid titanium to synthesize high hindered ester p-tert-butyl benzoic acid methyl esters, step is few, simple to operate, the three wastes are few, the yield of product (in p-tert-butyl benzoic acid) is up to 75～85%, degree of purity of production 〉=98%.
Embodiment
Below by embodiment the present invention is described in further detail, a kind of method of catalytic preparation p-tert-butyl benzoic acid methyl esters comprises the following steps:
A. p-tert-butyl benzoic acid fully is dissolved in the methyl alcohol, the molar mass of methyl alcohol is 6～12 times of p-tert-butyl benzoic acid molar mass;
B. add the catalyst sulfuric acid titanium in solution, the quality of titanium sulfate is 10～20% of a p-tert-butyl benzoic acid quality;
C. heat mixed solution to reflux temperature, reaction times is 5～8 hours, and filtered while hot is removed the catalyst sulfuric acid titanium, and mother liquor carries out underpressure distillation after methyl alcohol is reclaimed in distillation, collect 122～124 ℃/9mmHg cut at last, obtain reaction product p-tert-butyl benzoic acid methyl esters.
Embodiment 1
40g p-tert-butyl benzoic acid and 75ml methyl alcohol are joined in the there-necked flask that has stirring, after the stirring and dissolving, add the 6g titanium sulfate again, be connected to constant pressure funnel on the there-necked flask, connect prolong above again, in constant pressure funnel, add the 20g molecular sieve.Heating in water bath is to reflux temperature, insulation reaction 6 hours, and after the end, filtered while hot is removed catalyzer, and mother liquor carries out underpressure distillation after methyl alcohol is reclaimed in distillation, collect 122-124 ℃/9mmHg cut, obtains p-tert-butyl benzoic acid methyl esters 35 grams.
Embodiment 2
40g p-tert-butyl benzoic acid and 75ml methyl alcohol are joined in the there-necked flask that has stirring, after the stirring and dissolving, add the 8g titanium sulfate again, be connected to constant pressure funnel on the there-necked flask, connect prolong above again, in constant pressure funnel, add the 20g molecular sieve.Heating in water bath is to reflux temperature, insulation reaction 6 hours, and after the end, filtered while hot is removed catalyzer, and mother liquor carries out underpressure distillation after methyl alcohol is reclaimed in distillation, collect 122-124 ℃/9mmHg cut, obtains p-tert-butyl benzoic acid methyl esters 37 grams.
Above said content only is the basic explanation of the present invention under conceiving, and according to any equivalent transformation that technical scheme of the present invention is done, all should belong to protection scope of the present invention.
Claims (1)
1. the method for a catalytic preparation p-tert-butyl benzoic acid methyl esters comprises the following steps:
A. p-tert-butyl benzoic acid fully is dissolved in the methyl alcohol, the molar mass of methyl alcohol is 6～12 times of p-tert-butyl benzoic acid molar mass;
B. add the catalyst sulfuric acid titanium in solution, the quality of titanium sulfate is 10～20% of a p-tert-butyl benzoic acid quality;
C. heat mixed solution to reflux temperature, reaction times is 5～8 hours, and filtered while hot is removed the catalyst sulfuric acid titanium, and mother liquor carries out underpressure distillation after methyl alcohol is reclaimed in distillation, collect 122～124 ℃/9mmHg cut at last, obtain reaction product p-tert-butyl benzoic acid methyl esters.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710042637 CN101074197A (en) | 2007-06-26 | 2007-06-26 | Production of p-tert-methyl benzoate by catalysis |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710042637 CN101074197A (en) | 2007-06-26 | 2007-06-26 | Production of p-tert-methyl benzoate by catalysis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101074197A true CN101074197A (en) | 2007-11-21 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN 200710042637 Pending CN101074197A (en) | 2007-06-26 | 2007-06-26 | Production of p-tert-methyl benzoate by catalysis |
Country Status (1)
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104926647A (en) * | 2015-06-01 | 2015-09-23 | 江西亨通科技发展有限公司 | Synthetic process for methyl 4-tert-butylbenzoate |
| CN107311868A (en) * | 2017-06-23 | 2017-11-03 | 北京理工大学 | A kind of method for preparing p-tert-butyl benzoic acid methyl esters |
-
2007
- 2007-06-26 CN CN 200710042637 patent/CN101074197A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104926647A (en) * | 2015-06-01 | 2015-09-23 | 江西亨通科技发展有限公司 | Synthetic process for methyl 4-tert-butylbenzoate |
| CN107311868A (en) * | 2017-06-23 | 2017-11-03 | 北京理工大学 | A kind of method for preparing p-tert-butyl benzoic acid methyl esters |
| CN107311868B (en) * | 2017-06-23 | 2020-05-22 | 北京理工大学 | Method for preparing p-tert-butyl methyl benzoate |
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