CN101693729A - Synthesis method of sucrose-6-acetate - Google Patents
Synthesis method of sucrose-6-acetate Download PDFInfo
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- CN101693729A CN101693729A CN200910035706A CN200910035706A CN101693729A CN 101693729 A CN101693729 A CN 101693729A CN 200910035706 A CN200910035706 A CN 200910035706A CN 200910035706 A CN200910035706 A CN 200910035706A CN 101693729 A CN101693729 A CN 101693729A
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- sucrose
- ethyl acetate
- acetic ester
- cane sugar
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Abstract
The invention discloses a synthesis method of sucrose-6-acetate, which is characterized by comprising the following steps: adding a solvent in sucrose as raw material, heating until dissolving the sucrose under the action of carbonate as a catalyst and benzyltriethylammonium chloride as a phase transfer catalyst; then cooling to be below room temperature, dropwise adding ethyl acetate for reaction; after the ethyl acetate is added, raising the temperature to 60-95 DEG C; continuously reacting for 2-6h, cooling to room temperature; filtering to remove the catalyst; and distilling over unreacted ethyl acetate to obtain the sucrose-6-acetate. The invention has the advantages of simple process, easy operation, high yield and high product purity.
Description
Technical field
The present invention relates to the synthetic method that a kind of technology simply but can obtain the high purity cane sugar-6-acetic ester.
Background technology
Sucralose is a kind of functional type sweeting agent, and it has represented the last word of sweeting agent development, and its chemistry is called 4,1 ', 6-three chloro-4,1 ', 6 '-three deoxidation sucralose, and 4,1,6 three hydroxyls are formed by three Sauerstoffatoms replacements in the molecule; And eight hydroxyls are arranged in the sucrose molecules, and be respectively three primary carbon hydroxyls (6,1 ', 6 ') and five secondary carbon hydroxyls (2,3,4,3 ', 4 '), if will prepare Sucralose, then must 6 hydroxyls of protection.
In the present public technology, the preparation method of cane sugar-6-acetic ester mainly contains two kinds: described ethyl acetate method of US4889928 and the described Dibutyltin oxide method of US4950746, these methods have certain advance, but have complex process, low, the not high shortcoming of product purity of yield.
Summary of the invention
The objective of the invention is to overcome the deficiencies in the prior art, a kind of synthetic method for preparing sucrose-6-ethyl ester is provided, the preparation process of sucrose-6-ethyl ester is easilier carried out, improve yield, reduce cost.
For achieving the above object, the present invention realizes by the following technical solutions:
The synthetic method of cane sugar-6-acetic ester is a raw material with sucrose, adds solvent, at carbonate is catalyzer, and chlorinating benzyl triethylamine is under the effect of phase-transfer catalyst, is heated to dissolving, below the cool to room temperature, drip ethyl acetate then, react, after treating that ethyl acetate dropwises, be warmed up to 60～95 ℃, continue reaction 2～6 hours, cool to room temperature removes by filter catalyzer, steams unreacted ethyl acetate, decompression steams solvent again, obtains cane sugar-6-acetic ester.
The mol ratio of described sucrose and ethyl acetate is 1: 4～6.
Described solvent is a kind of in dimethyl formamide or the dimethyl sulfoxide (DMSO); The mass ratio of sucrose and solvent is 1: 4～6.
Described carbonate catalyst is selected a kind of in salt of wormwood or the yellow soda ash for use; Its consumption is 2～12% of a sucrose quality.
The invention has the advantages that: technology is simple to operation, yield is high, product purity is high.
Embodiment
Below in conjunction with specific embodiment the present invention is described in detail.
Embodiment 1
In the 1000ml there-necked flask, add sucrose 50g, dimethyl formamide 250ml, 3g salt of wormwood and 2g chlorinating benzyl triethylamine, be heated to dissolving, below the cool to room temperature, be added dropwise to the 60ml ethyl acetate and react then; After treating that ethyl acetate dropwises, be warmed up to 80 ℃ and continue reaction 4 hours, cool to room temperature removes by filter catalyzer, steams unreacted ethyl acetate, and decompression steams dimethyl formamide again, obtains product 57g.Detect with HPLC, the content of cane sugar-6-acetic ester is 85.3%.
Embodiment 2
In the 1000ml there-necked flask, add sucrose 50g, dimethyl sulfoxide (DMSO) 280ml, 2g yellow soda ash and 3g chlorinating benzyl triethylamine, be heated to dissolving, below the cool to room temperature, be added dropwise to the 70ml ethyl acetate and react then; After treating that ethyl acetate dropwises, be warmed up to 90 ℃ and continue reaction 3 hours, cool to room temperature removes by filter catalyzer, steams unreacted ethyl acetate, and decompression steams dimethyl formamide again, obtains product 58g.Detect with HPLC, the content of cane sugar-6-acetic ester is 82.6%.
Claims (4)
1. the synthetic method of cane sugar-6-acetic ester, it is characterized in that: be raw material with sucrose, add solvent, at carbonate is catalyzer, chlorinating benzyl triethylamine is under the effect of phase-transfer catalyst, is heated to dissolving, then below the cool to room temperature, drip ethyl acetate, react, treat that ethyl acetate dropwises after, be warmed up to 60～95 ℃, continue reaction 2～6 hours, cool to room temperature removes by filter catalyzer, steams unreacted ethyl acetate, decompression steams solvent again, obtains cane sugar-6-acetic ester.
2. according to the synthetic method of claims 1 described cane sugar-6-acetic ester, it is characterized in that: the mol ratio of described sucrose and ethyl acetate is 1: 4～6.
3. according to the synthetic method of claims 1 described cane sugar-6-acetic ester, it is characterized in that: described solvent is a kind of in dimethyl formamide or the dimethyl sulfoxide (DMSO); The mass ratio of sucrose and solvent is 1: 4～6.
4. according to the synthetic method of claims 1 described cane sugar-6-acetic ester, it is characterized in that being: described carbonate catalyst is selected a kind of in salt of wormwood or the yellow soda ash for use; Its consumption is 2～12% of a sucrose quality.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910035706A CN101693729A (en) | 2009-10-09 | 2009-10-09 | Synthesis method of sucrose-6-acetate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910035706A CN101693729A (en) | 2009-10-09 | 2009-10-09 | Synthesis method of sucrose-6-acetate |
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| Publication Number | Publication Date |
|---|---|
| CN101693729A true CN101693729A (en) | 2010-04-14 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200910035706A Pending CN101693729A (en) | 2009-10-09 | 2009-10-09 | Synthesis method of sucrose-6-acetate |
Country Status (1)
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| CN (1) | CN101693729A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102002078A (en) * | 2010-11-17 | 2011-04-06 | 广西工学院 | Method for continuously preparing sucrose-6-acetic ester |
| CN102796145A (en) * | 2012-06-19 | 2012-11-28 | 天津北方食品有限公司 | Preparation method of sucrose-6-benzoate |
| CN103936799A (en) * | 2014-04-24 | 2014-07-23 | 南京工业大学 | Synthesis method of cane sugar-6-acetic acid ester |
-
2009
- 2009-10-09 CN CN200910035706A patent/CN101693729A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102002078A (en) * | 2010-11-17 | 2011-04-06 | 广西工学院 | Method for continuously preparing sucrose-6-acetic ester |
| CN102002078B (en) * | 2010-11-17 | 2012-05-30 | 广西工学院 | Method for continuously preparing sucrose-6-acetic ester |
| CN102796145A (en) * | 2012-06-19 | 2012-11-28 | 天津北方食品有限公司 | Preparation method of sucrose-6-benzoate |
| CN103936799A (en) * | 2014-04-24 | 2014-07-23 | 南京工业大学 | Synthesis method of cane sugar-6-acetic acid ester |
| CN103936799B (en) * | 2014-04-24 | 2016-04-20 | 南京工业大学 | A kind of synthetic method of cane sugar-6-acetic ester |
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Open date: 20100414 |