CN102491908A - Method for recovering raw material chiral amine in waste water produced in biotin production process - Google Patents
Method for recovering raw material chiral amine in waste water produced in biotin production process Download PDFInfo
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- CN102491908A CN102491908A CN2011104240994A CN201110424099A CN102491908A CN 102491908 A CN102491908 A CN 102491908A CN 2011104240994 A CN2011104240994 A CN 2011104240994A CN 201110424099 A CN201110424099 A CN 201110424099A CN 102491908 A CN102491908 A CN 102491908A
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Abstract
The invention discloses a method for recovering raw material chiral amine in waste water produced in a biotin production process. The method comprises the following steps: adjusting the pH of the waste water with a NaOH solution to be alkalescent, then obtaining crude chiral amine by using a solvent extraction method, and purifying the crude chiral amine through a washing or recrystallization method, so as to obtain pure chiral amine. The invention has the advantages of simplicity in operation, low raw material cost, high chiral amine recovery rate and the like.
Description
Technical field
The present invention relates to the recovery method of Chiral Amine in a kind of factory effluent, more precisely is the recovery method of Chiral Amine in a kind of vitamin H biological wastewater.
Background technology
Vitamin H (biotin) is also referred to as vitamin H or vitamin H, is prevalent in animal and the human body, is that animal and human body are kept the necessary a kind of water-soluble vitamins of normal physiological function, and the growth of whole organic sphere all be unable to do without it; It is all significant to the metabolism of the intravital various materials of biology, like the metabolism of sugar, fat, protein and nucleic acid etc.The great market demand of vitamin H has determined it syntheticly has extremely important economic worth and a social effect; The synthetic route the most commonly used of an important intermediate is SUMITOMO CHEMICAL company invention in 1977 in the vitamin H synthesis technique, and the method for asymmetric synthesis of this midbody lactone 4 is following: mesomeric diacid 1 and Chiral Amine (R*-NH
2) reaction obtains the same chirality cyclin imide 2 of equivalent; Obtain oxyamide 3 through reductive ring open then, last s.t. obtains (+)-lactone of needing, and reaction is shown in the following figure.Get back to unbound state through whole process Chiral Amine, be mixed together in waste water with other by products, therefore how reclaiming this raw material has realistic meaning.
The synthetic of asymmetric lactone 4 is a complete synthesis middle crucial step of vitamin H; This method of asymmetric synthesis is since Sumitomo company invention in 1977, and straight the present still is widely used in synthesizing biotinylated, and this method has simple to operate; Characteristics such as reaction conditions gentleness are the compound methods with industrial competitiveness.Chiral Amine is chemical to be called (S, S)-2-amino-1-(4-nitrophenyl)-1, ammediol if in whole technology, can solve the recovery of Chiral Amine, just can reduce cost greatly, improves raw material availability, has high industrial application value.
Summary of the invention
The objective of the invention is to propose the feasible recovery method of a kind of reality, can conveniently reclaim and obtain Chiral Amine, raw materials used cheap, the industriallization feasibility is high.
The technical scheme that the present invention adopts is following:
Get certain volume waste water, concentrate remove portion water after, to weakly alkaline, have solid to separate out with NaOH solution adjusting pH value.Add organic solvent extraction then, reclaim organic phase and get the Chiral Amine bullion.In bullion, add the mixed solvent wash solids or adopt mixed solvent recrystallization bullion, obtain purified Chiral Amine.
Embodiment
Through embodiment the present invention is described in further detail below, but do not limit the present invention.
The used reagent of the present invention is all analytical pure or CP specification.
Embodiment 1
Get 100ml waste water, revolve to steam and just occurred (100ml waste water nearly weighs 106.8g, revolves good back liquid and heavily is about 36.0g) till the solid particulate to the bottle wall, use certain density NaOH solution then, regulate the pH value to 8-10.In regulate process, can produce into earlier deposition, along with the variation of the NaOH solution amount that adds, sedimentary amount is more and more, when treating that sedimentary amount no longer increases, stops to add NaOH solution, and the volume of the NaOH solution that consume this moment is 30mL.
After mixing up the pH value, use organic solvent extraction, use 100ml at every turn, extract 5 times.Merge organic solvent, revolve driedly, obtain 9.5g Chiral Amine bullion.
Bullion is with the washing of ethanol/methylene mixed solvent, and the ratio of the two is between 0.1-1, and the sample yield after washing is 70%, and fusing point: 154.1-154.3 ℃, optically-active: 0.287.
Embodiment 2
The preparation method of Chiral Amine bullion is with embodiment 1.
After obtaining the Chiral Amine bullion, bullion is with methanol mixed solvent recrystallization, and the ratio of the two is between 0.5-3, and the sample yield after the recrystallization is 40-50%, and fusing point: 150.7-156.3 ℃, optically-active: 0.263.
Claims (7)
1. the recovery method of raw material Chiral Amine in the vitamin H factory effluent; Regulate wastewater pH after weakly alkaline through the NaOH aqueous solution; Add the organic amine in the organic solvent extracting water intaking; Organic phase reclaims solvent through concentrating under reduced pressure and obtains the Chiral Amine bullion, and bullion obtains the pure article of Chiral Amine with the method for organic solvent washing or recrystallization.
2. the method for claim 1, the chemistry of Chiral Amine by name (S, S)-2-amino-1-(4-nitrophenyl)-1, ammediol.
3. the pH value that according to claim 1, adds NaOH aqueous solution adjusting back waste water is between 8-10.
4. according to claim 1, the NaOH concentration of aqueous solution is between 10-30%.
5. according to claim 1, extract alternative solvent wherein a kind of of sherwood oil, ETHYLE ACETATE, toluene, methylene dichloride, ethyl acetate are arranged.
6. according to claim 1, the organic solvent of washing employing is methyl alcohol, ethanol, sherwood oil, ETHYLE ACETATE, toluene, methylene dichloride one or both mixed solvents wherein.
7. according to claim 1, the solvent of recrystallization employing is water, methyl alcohol, ethanol, sherwood oil, ETHYLE ACETATE, one or both mixed solvents wherein.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011104240994A CN102491908A (en) | 2011-12-16 | 2011-12-16 | Method for recovering raw material chiral amine in waste water produced in biotin production process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011104240994A CN102491908A (en) | 2011-12-16 | 2011-12-16 | Method for recovering raw material chiral amine in waste water produced in biotin production process |
Publications (1)
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| CN102491908A true CN102491908A (en) | 2012-06-13 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN2011104240994A Pending CN102491908A (en) | 2011-12-16 | 2011-12-16 | Method for recovering raw material chiral amine in waste water produced in biotin production process |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109456206A (en) * | 2018-12-13 | 2019-03-12 | 浙江圣达生物药业股份有限公司 | A kind of recovery method of right amine |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0435286A (en) * | 1990-05-28 | 1992-02-06 | Nec Home Electron Ltd | Video reproducing device for duplication |
| US5432067A (en) * | 1992-09-10 | 1995-07-11 | Sumitomo Chemical Company, Limited | Process for production of biotin using bacteria belonging to the genus sphingomonas |
| EP0780392A1 (en) * | 1995-12-20 | 1997-06-25 | Sumitomo Chemical Company Limited | Process for preparing imidazole derivatives |
| JPH09235286A (en) * | 1995-12-26 | 1997-09-09 | Sumitomo Chem Co Ltd | Production of thiophane derivative |
-
2011
- 2011-12-16 CN CN2011104240994A patent/CN102491908A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0435286A (en) * | 1990-05-28 | 1992-02-06 | Nec Home Electron Ltd | Video reproducing device for duplication |
| US5432067A (en) * | 1992-09-10 | 1995-07-11 | Sumitomo Chemical Company, Limited | Process for production of biotin using bacteria belonging to the genus sphingomonas |
| EP0780392A1 (en) * | 1995-12-20 | 1997-06-25 | Sumitomo Chemical Company Limited | Process for preparing imidazole derivatives |
| JPH09235286A (en) * | 1995-12-26 | 1997-09-09 | Sumitomo Chem Co Ltd | Production of thiophane derivative |
Non-Patent Citations (1)
| Title |
|---|
| 焦晓云等: "《手性相转移催化剂的合成和不对称诱导效应》", 《青岛科技大学学报》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109456206A (en) * | 2018-12-13 | 2019-03-12 | 浙江圣达生物药业股份有限公司 | A kind of recovery method of right amine |
| CN109456206B (en) * | 2018-12-13 | 2021-11-02 | 浙江圣达生物药业股份有限公司 | Method for recovering dextroamine |
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Application publication date: 20120613 |