Water → β-Amino-3,4-difluorobenzeneethanol

HRID 324312

Reaktionsgleichung

Reaktionsgleichung von HRID 324312
[F:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:13][O:12]C(=O)[NH:10]2)[CH:5]=[CH:6][C:7]=1[F:8].O.[OH-].[K+]>C(O)C>[NH2:10][CH:9]([C:4]1[CH:5]=[CH:6][C:7]([F:8])=[C:2]([F:1])[CH:3]=1)[CH2:13][OH:12]

Komponenten

5

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 220487464-(3,4-Difluorophenyl)-1,3-oxazolidin-2-one

Produkt 1

HCID 22048878β-Amino-3,4-difluorobenzeneethanolAusbeute 87,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of (+)-4-(3,4-difluorophenyl)-oxazolidin-2-one (1.39 mmol, 0.27 g) in 5.0 mL ethanol was added 5.0 mL of water and pellets of potassium hydroxide (5.0 mmol, 0.28 g). The resulting solution was then heated to reflux overnight. The solvent was removed in vacuo and the resulting residue was extracted with EtOAc (2×50 mL). The organic extracts were washed with brine and the organic layer was dried over Na2SO4. It was filtered and the solvent was removed in vacuo to obtain (+)-2-amino-2-(3,4-difluorophenyl)-ethanol as a white solid (0.21 g, 87% yield).

Aufarbeitung

  1. temperatureThe resulting solution was then heated
  2. temperatureto reflux overnight
  3. customThe solvent was removed in vacuo
  4. extractionthe resulting residue was extracted with EtOAc (2×50 mL)
  5. washThe organic extracts were washed with brine
  6. dry with materialthe organic layer was dried over Na2SO4
  7. filtrationIt was filtered
  8. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7a2d0977468b493880692134b500571a
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06218390B1

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