Tert-butyl[3-(5-benzyloxy-2-nitrophenoxy)benzyl]carbamate → Tert-butyl[3-(2-amino-5-hydroxyphenoxy)benzyl]carbamate

HRID 1373220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1373220
[C:1]([O:5][C:6](=[O:33])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:16]2[CH:21]=[C:20]([O:22]CC3C=CC=CC=3)[CH:19]=[CH:18][C:17]=2[N+:30]([O-])=O)[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>[C].[Pd].C(OCC)(=O)C>[C:1]([O:5][C:6](=[O:33])[NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][C:16]2[CH:21]=[C:20]([OH:22])[CH:19]=[CH:18][C:17]=2[NH2:30])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 21073109Tert-butyl[3-(5-benzyloxy-2-nitrophenoxy)benzyl]carbamate

Produkt 1

HCID 21073107Tert-butyl[3-(2-amino-5-hydroxyphenoxy)benzyl]carbamateAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

5% carbon-palladium (3.2 g) was added to an ethyl acetate (300 ml) solution of tert-butyl[3-(5-benzyloxy-2-nitrophenoxy)benzyl]carbamate (10.5 g, 23.3 mmols). The resulting mixture was hydrogenated at room temperature under atmospheric pressure. The catalyst was removed through filtration, and the filtrate was concentrated under reduced pressure to give a brown oil of tert-butyl[3-(2-amino-5-hydroxyphenoxy)benzyl]carbamate (7.6 g, 98.8%).

Aufarbeitung

  1. customwas hydrogenated at room temperature under atmospheric pressure
  2. customThe catalyst was removed through filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8594ec69f87943be9b2f8a795fea13fc
Quelldatensatz
uspto-grants-2007_01
Patentnummer
US07160887B1

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