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Potassium Hydroxide → (2S)-2-amino-4-fluoro-4-methylpentan-1-ol

HRID 1620927
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1620927
[F:1][C:2]([CH3:11])([CH3:10])[CH2:3][C@H:4]1[CH2:8][O:7]C(=O)[NH:5]1.[OH-].[K+]>C(O)C>[NH2:5][C@@H:4]([CH2:3][C:2]([F:1])([CH3:11])[CH3:10])[CH2:8][OH:7]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 11194496(4S)-4-(2-Fluoro-2-methylpropyl)-2-oxazolidinone

Produkt 1

HCID 12167160(2S)-2-amino-4-fluoro-4-methylpentan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of the fluoro derivative (21.0 g) from Step 4 in 90% aqueous ethyl alcohol (216 mL) was added potassium hydroxide (21.9 g). The mixture was heated at reflux for 4 hours and cooled to room temperature. The mixture was then concentrated and co-evaporated with toluene (3×300 mL). The residue was dissolved in dichloromethane (500 mL) and stirred for 0.5 hour. The suspension was filtered through celite and the celite was washed with dichloromethane (3×100 mL). The filtrate was concentrated to dryness to yield (2S)-2-amino-4-fluoro-4-methylpentan-1-ol.

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Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 4 hours
  3. concentrationThe mixture was then concentrated
  4. dissolutionThe residue was dissolved in dichloromethane (500 mL)
  5. filtrationThe suspension was filtered through celite
  6. washthe celite was washed with dichloromethane (3×100 mL)
  7. concentrationThe filtrate was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-cf64790c0c06423a92afbecc01bf9b53
Quelldatensatz
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08772336B2

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