CN106831428A - A kind of method of low temperature synthesizing benzoic acids benzyl ester - Google Patents
A kind of method of low temperature synthesizing benzoic acids benzyl ester Download PDFInfo
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- CN106831428A CN106831428A CN201710058993.1A CN201710058993A CN106831428A CN 106831428 A CN106831428 A CN 106831428A CN 201710058993 A CN201710058993 A CN 201710058993A CN 106831428 A CN106831428 A CN 106831428A
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- zinc oxide
- sodium benzoate
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- benzyl chloride
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to a kind of production method of synthesizing benzoic acids benzyl ester.Sodium Benzoate and benzyl chloride make catalyst in zinc oxide, and temperature is esterification generation Ergol under the conditions of 50 70 DEG C.Salt is removed by washing, pH value 78 is adjusted with soda ash liquid.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying again, get product.Benzyl chloride 1000Kg is put into a kettle., opens stirring, input Sodium Benzoate 1150Kg, after stirring, the 15Kg of zinc oxide 10 is added to start to warm up, intensification reaches 50 70 DEG C in 10 15 minutes, react 2 2.5 hours, the catalyst that zinc oxide is used as reaction of the invention, high catalytic efficiency, reaction temperature is low, production safety, product purity and stability are high, reduce energy consumption, post processing is simple, target yield can be up to 99% 99.5%.
Description
Technical field
Invention belongs to chemical products preparing technical field, and in particular to a kind of method of low temperature synthesizing benzoic acids benzyl ester.
Background technology
Ergol, also known as styrax benzyl ester, is a kind of colourless or pale yellow oily liquid.21 DEG C of fusing point, boiling point 324
DEG C, 146 DEG C of flash-point is water insoluble, is dissolved in oil, ethanol, ether.Fragrance with light similar almond.It is mainly used in preparing
The berry type essence such as cherry, plum；Can be used as plasticizer in coatings industry；There is expansion of blood vessels in terms of medicine and release spasm
Effect, it can also be used to prepare pertussis medicine, asthma medicine etc.；The product is also widely used as the solvent of Moschus, it is considered to be insoluble in
The best solvent of the solid spice of essence.
The synthesis of Ergol has several methods, and a kind of is the side that benzoic acid and phenmethylol are synthesized Ergol
Method, yield reaches 92%, but the method is with HfCl4It is catalyst with the complex of tetrahydrofuran, with high costs, post processing is multiple
It is miscellaneous.A kind of is the method for benzoic acid and phenmethylol synthesizing benzoic acids benzyl ester, with supported ion liquid as catalyst, high expensive.
The method that a kind of benzaldehyde itself disproportionation is directly synthesized Ergol, with Al (OPh)3With ZnCl2Be catalyst, catalyst into
This is higher, and post processing is complicated, and target product yield is relatively low.It is a kind of straight through dioxygen oxidation under high temperature, high pressure by phenmethylol
The method of Ergol is bonded into, price is higher, and accessory substance is more, and target product yield only has 31%, it is difficult to realize industrialization.
A kind of method for being individually directly synthesized Ergol as raw material with toluene, Pd (OAc)2It is catalyst with Phen, wherein,
Ergol is obtained as accessory substance, with Pd (OAc)2It is that catalyst yield is extremely low with Phen.In the market production is universal
Method is that Ergol is obtained under Triethylamine catalyst effect by Sodium Benzoate and benzyl chloride, and triethylamine is inflammable, easily
It is quick-fried, it is poisonous, with strong impulse, use dangerous dangerous.Therefore alternative costs are low, safety and can improve conversion
Rate is in the urgent need to studying and solving problem of the prior art.
The content of the invention
The purpose of the present invention is to overcome the deficiencies in the prior art, there is provided one kind zinc oxide is produced as catalyst, low temperature
The method of Ergol.
Concrete technical scheme of the invention is as follows：
A kind of method of low temperature synthesizing benzoic acids benzyl ester；Using Sodium Benzoate and benzyl chloride as raw materials for production, zinc oxide is made
It is catalyst, esterification is carried out under the conditions of being warmed up to 50-70 DEG C, generates Ergol；Salt is removed by WATER-WASHING METHOD again
Part, pH value 7-8 is adjusted with soda ash liquid, then remove low-boiling-point substance and high-boiling components in product by distillation, rectifying, get product.
Described benzyl chloride：Sodium Benzoate：Zinc oxide mass ratio 1:1.15:0.01-1:1.15:0.015.
Described intensification preferred 10-15 minutes reaches 50-70 DEG C.
The esterification is preferred 2-2.5 hours.
The advantages of the present invention are：
The catalyst that zinc oxide is used as reaction of the invention, high catalytic efficiency, reaction temperature is low, production safety, locates afterwards
Reason is simple, and target yield can reach 99%-99.5%.
Specific embodiment
Embodiment 1
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 10Kg, start to warm up, heat up within 10 minutes and reach 50 DEG C, react 2 hours；Salt is removed by washing, soda ash liquid is used
Regulation pH value 7.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target is received
Rate can be up to 99.1%
Embodiment 2
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 13Kg, start to warm up, heat up within 10 minutes and reach 50 DEG C, react 2.3 hours.Salt is removed by washing, soda ash is used
Liquid adjusts pH value 8.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target
Yield can be up to 99.2%
Embodiment 3
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 15Kg, start to warm up, intensification in 10 minutes reaches 50 DEG C, 2.5 hours.PH value 8 is adjusted with soda ash liquid.By distilling,
The low-boiling-point substance and high-boiling components in product are removed in rectifying, that is, obtain Ergol finished product, and target yield can be up to 99.2%
Embodiment 4
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 10Kg, start to warm up, intensification reaches 60 DEG C for 13 minutes, react 2 hours.Salt is removed by washing, soda ash liquid is used
Regulation pH value 7.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target is received
Rate can be up to 99.2%
Embodiment 5
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 13Kg, start to warm up, intensification reaches 60 DEG C for 13 minutes, react 2.3 hours.Salt is removed by washing, soda ash is used
Liquid adjusts pH value 8.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target
Yield can be up to 99.3%
Embodiment 6
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 15Kg, start to warm up, intensification reaches 60 DEG C for 13 minutes, react 2.5 hours.Salt is removed by washing, soda ash is used
Liquid adjusts pH value 7.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target
Yield can be up to 99.3%
Embodiment 7
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 10Kg, start to warm up, intensification reaches 70 DEG C for 15 minutes, react 2 hours.Salt is removed by washing, soda ash liquid is used
Regulation pH value 7.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target is received
Rate can be up to 99.3%
Embodiment 8
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 13Kg, start to warm up, intensification reaches 70 DEG C for 15 minutes, react 2.3 hours.Salt is removed by washing, soda ash is used
Liquid adjusts pH value 8.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target
Yield can be up to 99.4%
Embodiment 9
Benzyl chloride 1000Kg is put into a kettle., stirring is opened, and puts into Sodium Benzoate 1150Kg, after stirring, plus
Enter zinc oxide 15Kg, start to warm up, intensification reaches 70 DEG C for 15 minutes, react 2.5 hours.Salt is removed by washing, soda ash is used
Liquid adjusts pH value 7.Remove the low-boiling-point substance and high-boiling components in product by distillation, rectifying, that is, obtain Ergol finished product, target
Yield can be up to 99.5%.
Claims (4)
1. a kind of method of low temperature synthesizing benzoic acids benzyl ester；It is characterized in that using Sodium Benzoate and benzyl chloride as raw materials for production, oxygen
Change zinc as catalyst, esterification is carried out under the conditions of being warmed up to 50-70 DEG C, generate Ergol；Pass through WATER-WASHING METHOD again
Salt is removed, pH value 7-8 is adjusted with soda ash liquid, then remove low-boiling-point substance and high-boiling components in product by distillation, rectifying, obtained final product into
Product.
2. the method for claim 1, it is characterized in that described benzyl chloride：Sodium Benzoate：Zinc oxide mass ratio 1:1.15:
0.01-1:1.15:0.015。
3. the method for claim 1, it is characterized in that described heating-up time 10-15 minutes reaches 50-70 DEG C.
4. the method for claim 1, it is characterized in that described reaction time of esterification 2-2.5 hours.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710058993.1A CN106831428A (en) | 2017-01-23 | 2017-01-23 | A kind of method of low temperature synthesizing benzoic acids benzyl ester |
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| CN201710058993.1A CN106831428A (en) | 2017-01-23 | 2017-01-23 | A kind of method of low temperature synthesizing benzoic acids benzyl ester |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108047036A (en) * | 2017-12-05 | 2018-05-18 | 常州工程职业技术学院 | A kind of synthetic method of Ergol |
| CN108929227A (en) * | 2018-08-16 | 2018-12-04 | 青岛大学 | A kind of method that benzyl zirconyl oxyhalides synthesize fragrant benzyl ester from coupling |
| CN110903187A (en) * | 2018-09-15 | 2020-03-24 | 天津大加化工有限公司 | Production process of benzyl benzoate |
-
2017
- 2017-01-23 CN CN201710058993.1A patent/CN106831428A/en active Pending
Non-Patent Citations (7)
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108047036A (en) * | 2017-12-05 | 2018-05-18 | 常州工程职业技术学院 | A kind of synthetic method of Ergol |
| CN108929227A (en) * | 2018-08-16 | 2018-12-04 | 青岛大学 | A kind of method that benzyl zirconyl oxyhalides synthesize fragrant benzyl ester from coupling |
| CN108929227B (en) * | 2018-08-16 | 2021-03-09 | 青岛大学 | Method for synthesizing aromatic benzyl ester by oxidizing and self-coupling benzyl halide |
| CN110903187A (en) * | 2018-09-15 | 2020-03-24 | 天津大加化工有限公司 | Production process of benzyl benzoate |
| CN110903187B (en) * | 2018-09-15 | 2022-05-13 | 天津大加化工有限公司 | Production process of benzyl benzoate |
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