CN1141291C - Prepn. of L-2-amino propanol - Google Patents
Prepn. of L-2-amino propanol Download PDFInfo
- Publication number
- CN1141291C CN1141291C CNB011270179A CN01127017A CN1141291C CN 1141291 C CN1141291 C CN 1141291C CN B011270179 A CNB011270179 A CN B011270179A CN 01127017 A CN01127017 A CN 01127017A CN 1141291 C CN1141291 C CN 1141291C
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- China
- Prior art keywords
- aminopropanol
- alanine
- potassium borohydride
- levofloxacin
- zinc chloride
- Prior art date
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Abstract
The present invention discloses a process for preparing L-2-aminopropanol from L-2-alanine as raw materials, which is a novel process for replacing the original preparation of the L-2-aminopropanol by first esterification and subsequent reduction. The L-2-aminopropanol is an important intermediate for preparing levofloxacin. The present invention aims to solve the problem of levofloxacin cost increase caused by high price of the raw materials and low yield and adopts the technical scheme that (1), potassium borohydride and anhydrous zinc chloride firstly react in aldehyde acetal solvent; then, L-2-alanine is added to reaction liquid; the mixture is reduced; after being reduced, the mixture is hydrolyzed under an alkali condition; (2), organic layers are separated out; after a water layer is extracted, the organic layers are merged, dried and distilled to prepare the product L-2-aminopropanol. Thus, the process simplifies flow paths, greatly increases the product yield, reduces the raw material cost of the levofloxacin and brings good economic benefit to enterprises.
Description
(1) technical field
The present invention relates to a kind of is the production technique of feedstock production L-2-aminopropanol with the L-2-alanine, and it is a kind of replacement with the new process of production of original production L-2-aminopropanol also after the esterification of L-2-alanine elder generation.
(2) background technology
The L-2-aminopropanol is the important intermediate of preparation Levofloxacin, and Levofloxacin is a kind of synthetic broad spectrum antibiotic.The anti-microbial activity of this product is bigger 8～128 times than corresponding dextrorotatory form, to intestinal tract infections, gonococcal infection is efficient reaches 100%, and water-soluble be 10 times of Ofloxacine USP 23.Because this pharmaceutical effectiveness is definite, toxic side effect is low, is large medicine of present clinical use therefore.Domestic adopt reductive industrial process after the esterification of L-2-alanine elder generation more,, make the cost of Levofloxacin increase because cost of material height, yield are low.
(3) summary of the invention
The present invention is in order to solve at present owing to reductive industrial process after the esterification of employing L-2-alanine elder generation, yield is low like this, make the problem that the cost of Levofloxacin increases, the technical scheme that is adopted is: with the L-2-alanine is raw material, 1., POTASSIUM BOROHYDRIDE and Zinc Chloride Anhydrous react in the glycol dinitrate ether solvents earlier, the L-2-alanine adds reduction reaction takes place in the reaction solution, after the reduction reaction, and hydrolysis under alkaline condition, 2., tell organic layer, water layer merges organic layer after being extracted the agent extraction, after the drying agent drying, distillation promptly gets product L-2-aminopropanol.Reaction formula is as follows:
Extraction agent of the present invention is a propyl carbinol; Siccative is an anhydrous sodium sulphate; The mol ratio of Zinc Chloride Anhydrous and POTASSIUM BOROHYDRIDE is 1.0～1.8: 2.0, and temperature of reaction is 20～30 degrees centigrade, and the reaction times is 0.5～2 hour; The reduction reaction of L-2-alanine in POTASSIUM BOROHYDRIDE-Zinc Chloride Anhydrous-glycol dimethyl ether system, reflux time is 4～8 hours, the mol ratio of L-2-alanine and POTASSIUM BOROHYDRIDE is 1: 2.
The invention has the advantages that: owing to adopt with the L-2-alanine is the novel process of feedstock production L-2-aminopropanol, simplified flow process, increased substantially product yield, reduced the raw materials cost of Levofloxacin like this, brought favorable economic benefit to enterprise.
(4) embodiment
The present invention describes in further detail in conjunction with the embodiments:
Add glycol dimethyl ether (500 milliliters) successively, Zinc Chloride Anhydrous (60 grams, 0.441 mole) and POTASSIUM BOROHYDRIDE (30 grams, 0.566 mole), behind the room temperature reaction 1 hour, add L-2-alanine (25 grams, 0.278 mole) back flow reaction is 5 hours, be chilled to room temperature, with (150 milliliters of reaction solution impouring industrial lyes, content 40%) in, in 40 degrees centigrade the reaction 1 hour after, be chilled to room temperature, tell organic layer, water layer is with n-butanol extraction, merge organic layer, anhydrous sodium sulfate drying spends the night, and after decompression steamed most of solvent, 72～73 degrees centigrade/1.47KPa cut was collected in rectifying again, getting thick colourless liquid is product L-2-aminopropanol (9.5 grams, 45%), content is more than or equal to 99.0% (vapor-phase chromatography).
Claims (4)
1. a production technique for preparing the L-2-aminopropanol is a raw material with the L-2-alanine, it is characterized in that: 1., POTASSIUM BOROHYDRIDE and Zinc Chloride Anhydrous react in the glycol dinitrate ether solvents earlier, the L-2-alanine adds reduction reaction takes place in the reaction solution, after the reduction reaction, and hydrolysis under alkaline condition, 2., tell organic layer, after water layer is extracted, merge organic layer, after drying, distillation promptly gets product L-2-aminopropanol.
2. the production technique of the described preparation of claim 1 L-2-aminopropanol, it is characterized in that: the mol ratio of Zinc Chloride Anhydrous and POTASSIUM BOROHYDRIDE is 1.0～1.8: 2.0, and temperature of reaction is 20～30 degrees centigrade, and the reaction times is 0.5～2 hour.
3. the production technique of preparation L-2-aminopropanol according to claim 1, it is characterized in that: the reduction reaction of L-2-alanine in POTASSIUM BOROHYDRIDE-Zinc Chloride Anhydrous-glycol dimethyl ether system, reflux time is 4～8 hours, and the mol ratio of L-2-alanine and POTASSIUM BOROHYDRIDE is 1: 2.
4. the production technique of preparation L-2-aminopropanol according to claim 1, it is characterized in that: used extraction agent is a propyl carbinol, used siccative is an anhydrous sodium sulphate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011270179A CN1141291C (en) | 2001-07-20 | 2001-07-20 | Prepn. of L-2-amino propanol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB011270179A CN1141291C (en) | 2001-07-20 | 2001-07-20 | Prepn. of L-2-amino propanol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1357534A CN1357534A (en) | 2002-07-10 |
| CN1141291C true CN1141291C (en) | 2004-03-10 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB011270179A Expired - Fee Related CN1141291C (en) | 2001-07-20 | 2001-07-20 | Prepn. of L-2-amino propanol |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1141291C (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102229536B (en) * | 2011-04-25 | 2013-11-13 | 上虞市众昌化工有限公司 | Method for separating amino alkyl alcohol through membrane electrodialysis |
| CN104370755B (en) * | 2014-08-18 | 2017-04-12 | 江西隆莱生物制药有限公司 | Preparation method for optical activity active 3-amino butanol and optical activity 3-amino butyric acid |
| CN106831451B (en) * | 2017-02-03 | 2018-09-21 | 荆楚理工学院 | A kind of synthetic method of 2- aminoisobutanols |
| CN108373405A (en) * | 2018-02-09 | 2018-08-07 | 连云港市国盛化工有限公司 | A kind of 2-（4- ethoxyl phenenyls）The preparation method of -2.2- dimethyl ethanols |
-
2001
- 2001-07-20 CN CNB011270179A patent/CN1141291C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1357534A (en) | 2002-07-10 |
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