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Water → tert-butyl 4-((1R)-1-aminopropyl)-2-nitrobenzoate

HRID 554826
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 554826
C(O)(=O)[C@H]([C@@H](C(O)=O)O)O.[NH2:11][C@@H:12]([C:15]1[CH:27]=[CH:26][C:18]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])=[C:17]([N+:28]([O-:30])=[O:29])[CH:16]=1)[CH2:13][CH3:14].O.[OH-].[Na+]>C(OCC)(=O)C>[NH2:11][C@@H:12]([C:15]1[CH:27]=[CH:26][C:18]([C:19]([O:21][C:22]([CH3:24])([CH3:25])[CH3:23])=[O:20])=[C:17]([N+:28]([O-:30])=[O:29])[CH:16]=1)[CH2:13][CH3:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 86634888tert-butyl 4-((1R)-1-aminopropyl)-2-nitrobenzoate D-tartarate

Produkt 1

HCID 66934844tert-butyl 4-((1R)-1-aminopropyl)-2-nitrobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Tert-butyl 4-((1R)-1-aminopropyl)-2-nitrobenzoate D-tartarate (15g) was suspended in ethyl acetate (75 ml). Water and a 5N aqueous sodium hydroxide solution were added and the mixture stirred and the layers were separated. The aqueous layer was extracted again with ethyl acetate. The combined organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. Then activated carbon was added to the obtained organic layer and the resultant mixture was stirred for 1 hour. The activated carbon was removed by filtration, and the filtrate was concentrated in vacuo to obtain the title compound (8.9 g) as an oily substance. The 1H-NMR spectral data matched those of Example 322.

Aufarbeitung

  1. customthe layers were separated
  2. extractionThe aqueous layer was extracted again with ethyl acetate
  3. washThe combined organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. additionThen activated carbon was added to the obtained organic layer
  6. stirringthe resultant mixture was stirred for 1 hour
  7. customThe activated carbon was removed by filtration
  8. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4fdbfab1d0ec4b8794350efcab378723
Quelldatensatz
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08049006B2

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