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Chemical Structure| 106941-19-9 Chemical Structure| 106941-19-9

Structure of 106941-19-9

Chemical Structure| 106941-19-9

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Product Details of [ 106941-19-9 ]

CAS No. :106941-19-9
Formula : C4H7ClO3
M.W : 138.55
SMILES Code : O=C(O)C[C@H](O)CCl
English Name :(S)-4-Chloro-3-hydroxybutanoic acid
MDL No. :MFCD06208390

Safety of [ 106941-19-9 ]

Application In Synthesis of [ 106941-19-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 106941-19-9 ]

[ 106941-19-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 127913-44-4 ]
  • [ 106941-19-9 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride In water at 60 - 70℃; 1-2 Example 1: Preparation of (S)-3-hydroxy-y-butyrolactone [52] [53] (S)-4-chloro-3-hydroxy BUTYRONITRILE (10 g, 83.6 MMD) was mixed with 16.7 mL of concentrated hydrochloric acid, and the resulting reaction solution was heated to 60 °C. Upon completing the hydrolysis reaction, the reaction solution was coded in iced bath, and 50% of sodium hydroxide was added dropwise to the reaction solution to adjust pH 7.5. The reaction mixture was extracted with 25mL of ACETONITRILE 5 times, and the organic layer was concentrated under reduced pressure to obtain 6.4 g of (S)-3-hydroxy-y-butyrolactone. [54] Yield : 88.8% [55] Optical purity (GC): 100% ee; Example 2: Preparation of (S)-3-hydroxy-y-butyrolactone [58] [59] (S)-4-chbro-3-hydroxy BUTYRONITRILE (800 g, 6. 69mol) was mixed with 0.9 kg of concentrated hydrochloric acid, and the reaction solution was heated to 70 °C. Upon completing the hydrolysis reaction, the reaction solution was cooled to 10 °C, and 50% of sodum hydroxide was added dropwise to the reaction solution to adjust the pH to 7.7. The reaction mixture was extracted with 2.5 L of n-butanol twice. The organic layer was concentrated under reduced pressure, diluted with 0.5 L of ethyl acetate, and the formed solid was filtered. The filtrate was concentrated to provide 545 g of (S)-3-HYDROXY-Y-BUTYROLACTONE. [60] Yield : 80.0% [61] Optical purity (GC): 100% ee
200 kg With dipotassium hydrogenphosphate; potassium dihydrogenphosphate In water at 36 - 38℃; Large scale; 2.1 Example 2 (1) Configure the buffer,Add 50 kg of dipotassium hydrogen phosphate to the reaction kettle.50kg potassium dihydrogen phosphate,600kg deionized water,Stir and dissolve,Add 200kg of A1 to the buffer,Adjust the pH to 6-8, preferably PH value 7.The temperature is adjusted to 36-38 ° C,Add 20kg of cyanohydrolase,20-40 ° C insulation reaction,Preferably it is 28-32 ° C,Adjust the pH between pH 6.8-7.0 with lye during the heat preservation process.The reaction is complete,Adjust the pH to 3-4 with dilute sulfuric acid,Stir for 20min,Extracted with ethyl acetate,Organic phase combinationThe mixture was concentrated to dryness to obtain 200 kg of A2.
 

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