Methanol → Tert-butyl 2-amino-4-phenoxybenzoate

HRID 1673350

Reaktionsgleichung

Reaktionsgleichung von HRID 1673350
CO.[N+:3]([C:6]1[CH:18]=[C:17]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:16]=[CH:15][C:7]=1[C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])([O-])=O>[C].[Pd].C(OCC)(=O)C>[NH2:3][C:6]1[CH:18]=[C:17]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:16]=[CH:15][C:7]=1[C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:9]

Komponenten

5

Edukt 2

HCID 887MethanolHCID 67342192Tert-butyl 2-nitro-4-phenoxybenzoate

Produkt 1

HCID 58508592Tert-butyl 2-amino-4-phenoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

0.17 g of 5% palladium-carbon was added to a mixed solution of 8 mL of methanol and 8 mL of ethyl acetate containing 0.82 g of tert-butyl 2-nitro-4-phenoxybenzoate and stirred under hydrogen atmosphere at room temperature for 4 hours and 30 minutes. Insoluble were removed by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [eluent; hexane; ethyl acetate=10:1] to obtain 0.63 g of tert-butyl 2-amino-4-phenoxybenzoate as colorless oil.

Aufarbeitung

  1. customInsoluble were removed by filtration
  2. customthe solvent was evaporated under reduced pressure
  3. customThe obtained residue was purified with silica gel column chromatography [eluent; hexane; ethyl acetate=10:1]

Quellen und Nachweise

ORD-Eintrag
ord-84f69b4ae60b428d89a497fe9f6e2f30
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07999132B2

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