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Chemical Structure| 3068-88-0 Chemical Structure| 3068-88-0

Structure of 3068-88-0

Chemical Structure| 3068-88-0

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Product Details of [ 3068-88-0 ]

CAS No. :3068-88-0
Formula : C4H6O2
M.W : 86.09
SMILES Code : O=C1OC(C)C1
MDL No. :MFCD00005170
InChI Key :GSCLMSFRWBPUSK-UHFFFAOYSA-N
Pubchem ID :18303

Safety of [ 3068-88-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H225-H315-H319-H351
Precautionary Statements:P281-P305+P351+P338
Class:3
UN#:1993
Packing Group:

Application In Synthesis of [ 3068-88-0 ]

* 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 [ 3068-88-0 ]

[ 3068-88-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3068-88-0 ]
  • [ 18113-07-0 ]
  • [ 111478-42-3 ]
  • 2
  • [ 3068-88-0 ]
  • [ 6168-83-8 ]
  • [ 32082-74-9 ]
YieldReaction ConditionsOperation in experiment
19 g; 23 g With Candida antarctica Lipase B immobilized on Immobead 150; water; In tert-butyl methyl ether; at 20℃;Enzymatic reaction;Kinetics; Racemic beta-butryrolactone (50 g, 0.58 mol) was dissolved in MTBE(3 L) in a 5 L round-bottomed flask charged with a stir bar. Water (6.3 g,0.35 mol) was added, followed by immobilized CAL-B (3.5 g, 7000 U).The reaction mixture was capped and stirred at room temperature.Aliquots (150 muL) were removed at indicated times and added to 1.0 mLof methanol for chiral GC?MS analysis. After complete conversion of(S)-beta-butyrolactone, the beads were filtered, washed with MTBE, andthe solvent volume reduced to 1 L by rotary evaporation. The reaction mixture was extracted with 400 mL of saturated sodium bicarbonate.The organic phase was dried over anhydrous sodium sulfate which wasthen filtered and washed with MTBE. The solvent was removed by rotary evaporation to yield (R)-beta-butyrolactone as a clear oil (23 g, 92percent).Both the CAL-B and MTBE from this step can be recovered and reused.1H NMR: (400 MHz, CDCl3): delta=4.64?4.72 (m, 1H), 3.55 (ddd,J=16.0, 6.0, 1.4 Hz, 2H) 3.05 (ddd, J=16.5, 4.2, 1.4 Hz, 2H) 1H),1.56 dd J=6.1 Hz, 1.8 Hz, 3H).13C NMR: (100 MHz, CDCl3): delta=168.2, 68.0, 44.4, 20.8 Hz.The aqueous phase was carefully acidified to pH 2 with conc. HCland subjected to continuous liquid-liquid extraction with 500 mL diethylether for 18 h. The ether layer was dried with magnesium sulfate,filtered, and the solvent removed by rotary evaporation to yield (S)-3-hydroxybutyric acid as a clear oil (19 g, 63percent).1H NMR: (400 MHz, CDCl3): delta=4.19?4.27 (m, 1H), 2.44?2.58 (m,2H), 1.25 (d, J=6.4 Hz, 3H)13C NMR: (100 MHz, CDCl3): delta=177.69, 64.39, 42.57, 22.46
 

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