CN1927808A - Method of preparing 2,2-dimethyl-1-hydroxypropionic acid by chemical oxidization - Google Patents
Method of preparing 2,2-dimethyl-1-hydroxypropionic acid by chemical oxidization Download PDFInfo
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- CN1927808A CN1927808A CN 200610017228 CN200610017228A CN1927808A CN 1927808 A CN1927808 A CN 1927808A CN 200610017228 CN200610017228 CN 200610017228 CN 200610017228 A CN200610017228 A CN 200610017228A CN 1927808 A CN1927808 A CN 1927808A
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- 239000000126 substance Substances 0.000 title claims abstract description 44
- 238000000034 method Methods 0.000 title claims abstract description 25
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 109
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 60
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 27
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 27
- 229910052794 bromium Inorganic materials 0.000 claims abstract description 27
- 239000013078 crystal Substances 0.000 claims abstract description 27
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 230000003647 oxidation Effects 0.000 claims abstract description 15
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 80
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 63
- 239000002253 acid Substances 0.000 claims description 41
- 239000000243 solution Substances 0.000 claims description 38
- 238000000605 extraction Methods 0.000 claims description 17
- 238000002360 preparation method Methods 0.000 claims description 11
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 238000004821 distillation Methods 0.000 claims description 10
- 230000035484 reaction time Effects 0.000 claims description 10
- 238000005303 weighing Methods 0.000 claims description 9
- 239000000047 product Substances 0.000 claims description 8
- 238000001953 recrystallisation Methods 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 2
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 claims description 2
- 239000012266 salt solution Substances 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 16
- NBBJYMSMWIIQGU-UHFFFAOYSA-N propionic aldehyde Natural products CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 abstract 3
- 229940125782 compound 2 Drugs 0.000 abstract 1
- 230000006837 decompression Effects 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 description 29
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 16
- 159000000000 sodium salts Chemical class 0.000 description 8
- 239000000498 cooling water Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 7
- 238000010792 warming Methods 0.000 description 7
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 6
- 239000012141 concentrate Substances 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000007323 disproportionation reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- CRWJEUDFKNYSBX-UHFFFAOYSA-N sodium;hypobromite Chemical compound [Na+].Br[O-] CRWJEUDFKNYSBX-UHFFFAOYSA-N 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 125000001246 bromo group Chemical class Br* 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000008151 electrolyte solution Substances 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- KPSSIOMAKSHJJG-UHFFFAOYSA-N neopentyl alcohol Chemical compound CC(C)(C)CO KPSSIOMAKSHJJG-UHFFFAOYSA-N 0.000 description 2
- -1 process hides Substances 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 235000021050 feed intake Nutrition 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention is chemical oxidation process of preparing 2, 2-dimethyl-1-hydracrylic acid. Compound 2, 2-dimethyl-1-hydroxy propionic aldehyde is added into the water solution of fresh simple substance bromine of 0.2-1.0 mol/L concentration in the molar ratio between 2, 2-dimethyl-1-hydroxy propionic aldehyde and simple substance bromine of 1/2 to 1 to react at normal pressure, 40-70 deg.c and pH 0-4 for 100-300 min. After reaction, the solution is decompression distilled and ether extracted at pH 10-14 to eliminate 2, 2-dimethyl-1-hydroxy propionic aldehyde; and the raffinate is re-extracted with ether at pH 0-2.5 to obtain white flocculent crystal, which is re-crystallized in benzene to obtain purified white product in the yield of 75-82 wt%.
Description
Technical field
The invention belongs to 2, the preparation method of 2-dimethyl-1-hydroxy-propionic acid relates in particular to chemical oxidation preparation 2, the method for 2-dimethyl-1-hydroxy-propionic acid.
Background technology
2,2-dimethyl-1-hydroxy-propionic acid (is called hydroxy new pentane acid again, as follows), white crystal, fusing point 122-124 ℃, water insoluble, be dissolved in the organic solvents such as ether, benzene, being a kind of very valuable chemical products, is intermediate important in the Chemical Manufacture, is widely used at aspects such as agricultural chemicals, medicine, dyestuff, process hides, auxiliary agent productions.The industrial production hydroxy new pentane acid adopts usually under the concentrated base effect, and the Ka Nichaluo disproportionation reaction takes place its raw material hydroxy pivalin aldehyde, generates hydroxy new pentane acid and neopentyl glycol, isolates the former then, obtains hydroxy new pentane acid through acidification again.This method its transformation efficiency from the hydroxy pivalin aldehyde to the hydroxy new pentane acid can only reach 50% at most, and industrial separation hydroxy new pentane acid and neopentyl glycol also are the comparison difficulties.Under the situation that demand neopentyl glycol reduces gradually in that the industrial consumption of present hydroxy new pentane acid is increasing, obviously production hydroxy new pentane acid in this way is unsatisfactory.In order to solve the problem of neopentyl glycol in the oxidation hydroxy pivalin aldehyde; someone has proposed the method that esterification-oxidation-hydrolysis method prepares hydroxy new pentane acid; be that hydroxy pivalin aldehyde does not carry out the Canizaro disproportionation reaction; protect hydroxyl but generate aldehyde radical neopentyl alcohol acetic ester with carboxylic acid reaction; be the acetoxyl group PIVALIC ACID CRUDE (25) with potassium permanganate oxidation then; obtain the method for hydroxy new pentane acid again through hydrolysis, it is many that this method exists reactions steps, drawbacks such as separate complex.Therefore, the someone adopts the method for direct catalyzed oxidation neopentyl glycol again, obtains unique product hydroxy new pentane acid.In the Japanese patent gazette of announcing in 1978, mention neopentyl glycol under the effect of Pd catalyzer, but atmospheric oxidation is a hydroxy new pentane acid in weakly acid soln.Hong Zhe etc. also propose similar method, promptly under the effect of Pd/C catalyzer, the atmospheric oxidation of hydroxy pivalin aldehyde disproportionation reaction and neopentyl glycol are carried out simultaneously, and productive rate is 75%.People such as Neummann proposed to use H in 1996
2O
2Make oxygenant, the oxidation hydroxy pivalin aldehyde is a hydroxy new pentane acid under 60～80 ℃ of conditions, do not see productive rate and optionally specifically the report, from operability and Financial cost, above method using value is little.
Summary of the invention
The purpose of this invention is to provide a kind of with chemical oxidation preparation 2, the method for 2-dimethyl-1-hydroxy-propionic acid.
A kind of with chemical oxidation preparation 2, the method of 2-dimethyl-1-hydroxy-propionic acid takes by weighing 2 of requirement, 2-dimethyl-1-hydroxy propanal, add its concentration and be in the 200ml aqueous solution of fresh simple substance bromine of 0.2～1.0mol/L, wherein, 2, the mol ratio of 2-dimethyl-1-hydroxy propanal and simple substance bromine is between 1: 1 to 1: 2, normal pressure stirs down, temperature of reaction is 20～70 ℃, and its pH is controlled between 0～4, and the reaction times is 30-300min;
2, the chemical equation of 2-dimethyl-1-hydroxy-propionic acid preparation is as follows:
After reaction finished, its solution was under 10～14 conditions at pH after underpressure distillation concentrates, and use extracted with diethyl ether, to extract 2 of remnants wherein, 2-dimethyl-1-hydroxy propanal; Its raffinate extracts its product with the extracted with diethyl ether method under pH 0-2.5 condition, purify with the benzene recrystallization method again.
Above-mentioned chemical oxidation preparation 2, the method for 2-dimethyl-1-hydroxy-propionic acid, reaction finishes back solution through concentrating, and adjusting pH is 10-13, uses extracted with diethyl ether, and the each consumption 20-30mL of ether all comes together hydroxy pivalin aldehyde to go out through three extractions; Raffinate is the sodium salt solution of hydroxy new pentane acid; With concentrated hydrochloric acid solution is transferred pH to 0～2.5 again, use the 20-30mL extracted with diethyl ether at every turn, hydroxy new pentane acid is all come together, steam ether, obtain white cotton-shaped crystal crude product, again with benzene recrystallization method its product of purifying through three re-extracts.
Above-mentioned chemical oxidation preparation 2, the method for 2-dimethyl-1-hydroxy-propionic acid, described fresh simple substance bromine is with NaBrO
3, H
2SO
4With NaBr be that raw material makes, its chemical equation is as follows:
According to NaBrO
3: H
2SO
4: the mol ratio of NaBr is to feed intake at 1: 3: 5, reacts under the normal temperature and carries out, and collects the fresh simple substance bromine (3 moles of simple substance bromines) that makes, and prepares according to needed concentration then.
The present invention by the oxygenizement of simple substance bromine gentleness, makes the aldehyde radical of hydroxy pivalin aldehyde be oxidized to carboxylic acid and hydroxyl does not have oxidized in the aqueous solution.
Characteristics of the present invention are that the preparation method is simple, and cost of material is cheap, and yield is also higher, and yield can reach 82%, and product purity is 99.2～99.5%, and its fusing point is 122～124 ℃.
Embodiment
The present invention will be further described below by embodiment:
At first prepare fresh simple substance bromine; Raw material NaBrO just
3: H
2SO4: NaBr feeds intake by 1: 3: 5 mol ratio, reacts under the normal temperature to carry out.The fresh simple substance bromine that collection makes (3 moles of simple substance bromines) is prepared according to the needed concentration of each embodiment then.
Embodiment 1
With the there-necked flask is reactor, is placed on controlled temperature in the super constant temperature trough.Described there-necked flask, wherein a bite jointing temp meter connects the motor agitator flatly, and another mouthful is connected with the condenser that atmosphere is communicated with.Take by weighing hydroxy pivalin aldehyde 10.2g, add that 200ml contains in the aqueous solution of fresh simple substance bromine 8g in the above-mentioned there-necked flask, heat up and the starter motor agitator, the square tube recirculated cooling water prevents the volatilization of simple substance bromine on the condenser.Monitor pH with acidometer, control pH value of solution=1, temperature of reaction is 60 ℃, the reaction times is 180min.After reaction finished, its solution carried out underpressure distillation with rotatory evaporator and recirculated water vacuum pump.Concentrating the back is 13 with sodium hydroxide adjusting pH, uses extracted with diethyl ether again, and each ether consumption is 20 milliliters, through three extractions, hydroxy pivalin aldehyde is all come together, and its raffinate is that the sodium salt of hydroxy new pentane acid is stayed in the solution; And then with concentrated hydrochloric acid pH value of solution is transferred between the 0-2.5, use extracted with diethyl ether again, each ether consumption is 20ml, through three extractions, hydroxy new pentane acid is all come together, and steams ether, obtains white cotton-shaped crystal; Then, put it in the 40ml benzene, be warming up to 80 ℃, place mixture of ice and water to cool off again, after crystal is all separated out, reclaim benzene, obtain hydroxy new pentane acid 9.44g, its purity is greater than 99.4%, and yield can reach 80%.
Embodiment 2
With the there-necked flask is reactor, is placed on the super constant temperature trough controlled temperature; Described there-necked flask, wherein a bite jointing temp meter connects the motor agitator flatly, and another mouthful is connected with the condenser that atmosphere is communicated with.Take by weighing hydroxy pivalin aldehyde 10.2g adding 200ml and contain in the aqueous solution of simple substance bromine 8g, the square tube recirculated cooling water prevents the volatilization of simple substance bromine on the condenser.With motor agitator stirred solution.Monitor pH with acidometer, with H
2SO
4With NaOH regulator solution pH=1, range of reaction temperature is 60 ℃, and the reaction times is 150min, and reaction back solution carries out underpressure distillation with rotatory evaporator and recirculated water vacuum pump.With 20 milliliters of extracted with diethyl ether, through three extractions hydroxy pivalin aldehyde is all come together, hydroxy new pentane acid forms sodium salt and stays in the solution at every turn; Then with concentrated hydrochloric acid solution is transferred between the pH to 0-2.5 again, used 20 milliliters of extracted with diethyl ether at every turn, hydroxy new pentane acid is all come together, steam ether, get white cotton-shaped crystal through three extractions.Then, the cotton-shaped crystal of white is put into 40ml benzene, be warming up to 80 ℃, place mixture of ice and water to cool off again, after crystal is all separated out, reclaim benzene, obtain hydroxy new pentane acid 8.97g, its purity is 99.2%, and yield can reach 76%.
Embodiment 3
With the there-necked flask is reactor, is placed on the super constant temperature trough controlled temperature; Described there-necked flask, wherein a bite jointing temp meter connects the motor agitator flatly, and another mouthful is connected with the condenser that atmosphere is communicated with.Take by weighing hydroxy pivalin aldehyde 10.2g adding 200ml and contain in the aqueous solution of simple substance bromine 8g, the square tube recirculated cooling water prevents the volatilization of simple substance bromine on the condenser.Stir with the motor agitator.Monitor pH with acidometer, with H
2SO
4With NaOH regulator solution pH=1, range of reaction temperature is 50 ℃, and the reaction times is 180min, and reaction back solution carries out underpressure distillation with rotatory evaporator and recirculated water vacuum pump.Concentrate the back and use the extracted with diethyl ether hydroxy pivalin aldehyde, the each consumption of ether is 20 milliliters, and will all come together through three extractions hydroxy pivalin aldehyde, and hydroxy new pentane acid is stayed in the solution with sodium-salt form; And then with concentrated hydrochloric acid pH value of solution is transferred between the 0-2.5, use the extracted with diethyl ether hydroxy new pentane acid, use ether 20ml at every turn, through three extractions hydroxy new pentane acid is all come together, steam ether, white cotton-shaped crystal.Then, the cotton-shaped crystal of white is put into 40ml benzene, be warming up to 80 ℃, place mixture of ice and water to cool off again, after crystal is all separated out, reclaim benzene, obtain hydroxy new pentane acid 9.01g, purity is 99.5%, and yield can reach 77%.
Embodiment 4
With the there-necked flask is reactor, utilizes the super constant temperature trough controlled temperature; Described there-necked flask, wherein a bite jointing temp meter connects the motor agitator flatly, and another mouthful is connected with the condenser that atmosphere is communicated with.Take by weighing hydroxy pivalin aldehyde 10.2g adding 200ml and contain in the aqueous solution of simple substance bromine 10g, the square tube recirculated cooling water prevents the volatilization of simple substance bromine on the condenser.With motor agitator stirred solution.Monitor pH with acidometer, with H
2SO
4With NaOH regulator solution pH=1, range of reaction temperature is 60 ℃, and the reaction times is 180min, and reaction back solution carries out underpressure distillation with rotatory evaporator and recirculated water vacuum pump.After concentrated little, use the extracted with diethyl ether hydroxy pivalin aldehyde, each ether consumption is 20ml, through three extractions hydroxy pivalin aldehyde is all come together, and hydroxy new pentane acid is stayed in the solution with sodium-salt form; And then with concentrated hydrochloric acid pH value of solution is transferred between the 0-2.5, use 20 milliliters of extracted with diethyl ether at every turn, through three extractions hydroxy new pentane acid is all come together, steam ether, white cotton-shaped crystal.Then, the cotton-shaped crystal of white is put into 40ml benzene, be warming up to 80 ℃, place mixture of ice and water to cool off again, after crystal is all separated out, reclaim benzene, obtain hydroxy new pentane acid 9.68g, its purity is 99.5%, and yield can reach 82%.
Embodiment 5
With the there-necked flask is reactor, utilizes the super constant temperature trough controlled temperature, described there-necked flask, and wherein a bite jointing temp meter connects the motor agitator flatly, and another mouthful is connected with the condenser that atmosphere is communicated with.Take by weighing hydroxy pivalin aldehyde 10.2g adding 200ml and contain in the aqueous solution of simple substance bromine 10g, the square tube recirculated cooling water prevents the volatilization of simple substance bromine on the condenser.With motor agitator stirred solution.Monitor pH with acidometer, with H
2SO
4With NaOH regulator solution pH=2, temperature of reaction is 50 ℃, and the reaction times is 180min, and reaction back solution carries out underpressure distillation with rotatory evaporator and recirculated water vacuum pump.Concentrate back extracted with diethyl ether hydroxy pivalin aldehyde, each ether consumption is 20ml, through three extractions hydroxy pivalin aldehyde is all come together, and hydroxy new pentane acid forms sodium salt and stays in the solution; Then with concentrated hydrochloric acid solution is transferred between the pH to 0-2.5 again, used the extracted with diethyl ether hydroxy new pentane acid, each ether consumption is 20ml, through three extractions hydroxy new pentane acid is all come together, and steams ether, gets white cotton-shaped crystal.Then, the cotton-shaped crystal of white is put into 40ml benzene, be warming up to 80 ℃, place mixture of ice and water to cool off again, after crystal is all separated out, reclaim benzene, obtain hydroxy new pentane acid 8.85g, its purity is 99.5%, and yield can reach 75%.
Embodiment 6
With the there-necked flask is reactor, utilizes the super constant temperature trough controlled temperature, takes by weighing hydroxy pivalin aldehyde 10.2g adding 200ml and contains in the aqueous solution of simple substance bromine 10g, the square tube recirculated cooling water prevents the volatilization of simple substance bromine on the condenser, stir with the motor agitator, monitor pH with acidometer, with H
2SO
4With NaOH regulator solution pH=2, temperature of reaction is 60 ℃, and the reaction times is 150min, and reaction back solution carries out underpressure distillation with rotatory evaporator and recirculated water vacuum pump.Concentrate the back and use the extracted with diethyl ether hydroxy pivalin aldehyde, use 20 milliliters of extracted with diethyl ether at every turn, through three extractions hydroxy pivalin aldehyde is all come together, hydroxy new pentane acid forms sodium salt and stays in the solution; Then with concentrated hydrochloric acid pH value of solution is transferred between the 0-2.5 again, use 20 milliliters of extracted with diethyl ether at every turn, hydroxy new pentane acid is all come together, steam ether, get white cotton-shaped crystal through three extractions.Then, the cotton-shaped crystal of white is put into 40ml benzene, be warming up to 80 ℃, place mixture of ice and water to cool off again, after crystal is all separated out, reclaim benzene, obtain hydroxy new pentane acid 8.85g, its purity is 99.4%, and yield can reach 75%.
Embodiment 7
With the there-necked flask is reactor, utilizes the super constant temperature trough controlled temperature, described there-necked flask, and wherein a bite jointing temp meter connects the motor agitator flatly, and another mouthful is connected with the condenser that atmosphere is communicated with.Take by weighing hydroxy pivalin aldehyde 20.4g adding 200ml and contain in the aqueous solution of simple substance bromine 16g, the square tube recirculated cooling water prevents the volatilization of simple substance bromine on the condenser, with motor agitator stirred solution, monitors pH with acidometer, with H
2SO
4With NaOH regulator solution pH=1, temperature of reaction is 60 ℃, and the reaction times is 180min, and reaction back solution carries out underpressure distillation with rotatory evaporator and recirculated water vacuum pump.Concentrate little back and use the extracted with diethyl ether hydroxy pivalin aldehyde, use 20 milliliters of extracted with diethyl ether at every turn, through three extractions hydroxy pivalin aldehyde is all come together, hydroxy new pentane acid forms sodium salt and stays in the solution; Then with concentrated hydrochloric acid solution is transferred between the pH to 0-2.5 again, used 20 milliliters of extracted with diethyl ether at every turn, hydroxy new pentane acid is all come together, steam ether, get white cotton-shaped crystal through three extractions.Then, the cotton-shaped crystal of white is put into 40ml benzene, be warming up to 80 ℃, place mixture of ice and water to cool off again, after crystal is all separated out, reclaim benzene, obtain hydroxy new pentane acid 18.88g, its purity is 99.2%, and yield can reach 80%.
Following table has provided embodiment 1 to embodiment 7 main technologic parameters and result thereof:
Table 1 each embodiment main technique condition and result thereof
| Sequence number | Hydroxy pivalin aldehyde g in the 200ml electrolytic solution | Simple substance bromine g in the 200ml electrolytic solution | The PH value | Temperature of reaction t ℃ | Reaction times min | Hydroxy new pentane acid g | Product yield rate % |
| 1 | 10.2 | 8 | 1.5 | 60 | 180 | 9.44 | 80 |
| 2 | 10.2 | 8 | 1.5 | 60 | 150 | 8.97 | 76 |
| 3 | 12. | 8 | 1.0 | 50 | 180 | 9.61 | 77 |
| 4 | 10 | 8 | 1.0 | 60 | 180 | 9.68 | 82 |
| 5 | 10 | 8 | 2.0 | 50 | 180 | 8.85 | 75 |
| 6 | 10 | 8 | 2.0 | 60 | 150 | 8.85 | 75 |
| 7 | 20.4 | 16 | 1.0 | 60 | 180 | 18.88 | 80 |
Claims (2)
1, a kind of chemical oxidation preparation 2, the method for 2-dimethyl-1-hydroxy-propionic acid takes by weighing 2 of requirement, 2-dimethyl-1-hydroxy propanal, add and to be equipped with in the aqueous solution of the fresh simple substance bromine of 200ml that concentration is 0.2-1.0mol/L, wherein, 2, the mol ratio of 2-dimethyl-1-hydroxy propanal and simple substance bromine was at 1: 1 to 1: 2, pH is controlled between 0～4, and normal pressure stirs down, and temperature of reaction is 40～70 ℃, wherein
2, the chemical equation of 2-dimethyl-1-hydroxy propanal and described simple substance bromine is as follows:
Reaction times is after the 100-300min reaction finishes, and its solution is with using 2 of extracted with diethyl ether remnants, 2-dimethyl-1-hydroxy propanal under the 10-14 condition at pH after underpressure distillation; Its raffinate is used its product of extracted with diethyl ether again under pH 0-2.5 condition, obtain white cotton-shaped crystal, and this crystal is purified with the benzene recrystallization method again, makes the hydroxy new pentane acid white crystal, and its molten point is 122.5～124 ℃.
2, chemical oxidation preparation 2 according to claim 1, the method of 2-dimethyl-1-hydroxy-propionic acid, what make contains 2,2-dimethyl-1-hydroxy-propionic acid solution, after concentrating with underpressure distillation, adjusting pH is 10-13, use extracted with diethyl ether, each ether consumption is 20-30mL, and with 2,2-dimethyl-1-hydroxy propanal all comes together through three extractions; Its raffinate is 2,2-dimethyl-1-hydroxy-propionic acid sodium salt solution; And then pH value of solution is adjusted to 0-2.0, and use extracted with diethyl ether, each ether consumption is 20-30mL, through three extractions, with 2,2-dimethyl-1-hydroxy-propionic acid all comes together, and steams ether, obtains white cotton-shaped crystal crude product, uses benzene recrystallization method refined product again.
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|---|---|---|---|
| CN 200610017228 CN1927808A (en) | 2006-09-28 | 2006-09-28 | Method of preparing 2,2-dimethyl-1-hydroxypropionic acid by chemical oxidization |
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|---|---|---|---|
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105753683A (en) * | 2016-01-18 | 2016-07-13 | 吉林市吉化江城油脂化工有限责任公司 | Method for preparing hydroxypivalic acid by catalytic oxidation of phosphotungstic acid |
| CN110255656A (en) * | 2019-07-27 | 2019-09-20 | 安达兰泽科技有限公司 | The processing method of triazinone industrial production wastewater |
-
2006
- 2006-09-28 CN CN 200610017228 patent/CN1927808A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105753683A (en) * | 2016-01-18 | 2016-07-13 | 吉林市吉化江城油脂化工有限责任公司 | Method for preparing hydroxypivalic acid by catalytic oxidation of phosphotungstic acid |
| CN110255656A (en) * | 2019-07-27 | 2019-09-20 | 安达兰泽科技有限公司 | The processing method of triazinone industrial production wastewater |
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