HCID 86717927, Verbindung → rac-tert-Butyl (2-amino-3,3,3-trifluoro-2-methylpropyl)carbamate

HRID 2275852Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2275852
[F:1][C:2]([F:25])([F:24])[C:3]([NH:14]C(C1C=CC=CC=1)CO)([CH3:13])[CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9]>C(O)C.[OH-].[Pd+2].[OH-]>[NH2:14][C:3]([CH3:13])([C:2]([F:1])([F:24])[F:25])[CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:9])[CH3:10]

Komponenten

4

Edukt 1

HCID 86717927HCID 86717927, Verbindung

Produkt 1

HCID 90136051rac-tert-Butyl (2-amino-3,3,3-trifluoro-2-methylpropyl)carbamate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Under argon, 39 g (107.6 mmol) of tert-butyl {3,3,3-trifluoro-2-[(2-hydroxy-1-phenylethyl)amino]-2-methyl-propyl}carbamate Example 244A were initially charged in ethanol (700 ml), and 5.44 g (53.8 mmol) of palladium(II) hydroxide (20% on activated carbon, moistened with water about 60%) were added. The reaction mixture was hydrogenated at atmospheric pressure for 16 h. The mixture was then filtered through silica gel and concentrated. The residue was purified by silica gel chromatography (cyclohexane/ethyl acetate gradient: from 9/1 to 6/4). This gave 15.8 g (61% of theory) of the target compound.

Aufarbeitung

  1. filtrationThe mixture was then filtered through silica gel
  2. concentrationconcentrated
  3. customThe residue was purified by silica gel chromatography (cyclohexane/ethyl acetate gradient: from 9/1 to 6/4)

Quellen und Nachweise

ORD-Eintrag
ord-8272f8652a6b470885ea8c9e04a8e0be
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126998B2

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