3-[(Tert-butoxy)carbonyl]-5-nitrobenzoic acid → 3-Amino-5-(tert-butoxycarbonyl)benzoic acid

HRID 444985Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 444985
[C:1]([O:5][C:6](=[O:19])[C:7]1[CH:15]=[C:14]([N+:16]([O-])=O)[CH:13]=[C:9]([C:10]([OH:12])=[O:11])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2]>CCOC(C)=O.[Pd]>[C:1]([O:5][C:6](=[O:19])[C:7]1[CH:15]=[C:14]([NH2:16])[CH:13]=[C:9]([C:10]([OH:12])=[O:11])[CH:8]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 693810873-[(Tert-butoxy)carbonyl]-5-nitrobenzoic acid

Produkt 1

HCID 866192463-Amino-5-(tert-butoxycarbonyl)benzoic acidAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

5-Nitro-isophthalic acid mono t-Butyl ester (2.38 g, 8.9 mmol) was dissolved in EtOAc (50 ml). 10% Palladium on activated charcoal was added and the mixture was hydrogenated at 1 atm and room temperature. After 24 h, the mixture was filtered through a glas microfiber filter and the filtrate was concentrated to give the title compound as white crystals in 98% yield (2.07 g).

Aufarbeitung

  1. customwas hydrogenated at 1 atm and room temperature
  2. filtrationthe mixture was filtered through a glas microfiber
  3. filtrationfilter
  4. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-2d1270708ce9479ab4b560c7aaf86137
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476228B2

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