Butanoic acid, 3-(acetyloxy)-2-methylene-, ethyl ester → ethyl 2-[(1R)-1-hydroxyethyl]acrylate

HRID 2255663Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2255663
C([O:4][CH:5]([C:7](=[CH2:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:6])(=O)C>P([O-])([O-])([O-])=O>[OH:4][C@@H:5]([C:7](=[CH2:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:6]

Komponenten

3

Reaktionsbedingungen

Temperatur
37 °C

Versuchsvorschrift

A mixture of ethyl 2-(1-acetoxyethyl)acrylate (35.65 g) and "Lipase P" (8.88 g) in pH 7.0 phosphate buffer (0.1M) (2.8 l) was stirred at 37° C. for 72 hours. The whole mixture was extracted with ethyl acetate, and the combined extracts were dried. After removal at the solvent from the solution in vacuo, the crude product was purified by column-chromatography on silica gel (eluent : a mixture of hexane and ethyl acetate, 2:1) to give ethyl 2-[(1R)-1-hydroxyethyl]acrylate (11.40 g).

Aufarbeitung

  1. extractionThe whole mixture was extracted with ethyl acetate
  2. customthe combined extracts were dried
  3. customAfter removal at the solvent from the solution in vacuo
  4. customthe crude product was purified by column-chromatography on silica gel (eluent
  5. additiona mixture of hexane and ethyl acetate, 2:1)

Quellen und Nachweise

ORD-Eintrag
ord-0cd7294c2f2d4b569dee246edd633c4c
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05241064

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