2-tert-Butyl-7-nitro-6-phenyl-1,3-benzoxazole-4-carboxylic Acid → HCID 68584986, Verbindung

HRID 17517Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 17517
[C:1]([C:5]1[O:6][C:7]2[C:8](=[C:10]([C:23]([OH:25])=[O:24])[CH:11]=[C:12]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:13]=2[N+:14]([O-])=O)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[C].[Pd]>[NH2:14][C:13]1[C:12]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]([C:23]([OH:25])=[O:24])=[C:8]2[C:7]=1[O:6][C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[N:9]2

Komponenten

5

Edukt 2

HCID 685849732-tert-Butyl-7-nitro-6-phenyl-1,3-benzoxazole-4-carboxylic AcidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 68584986HCID 68584986, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

2-tert-Butyl-7-nitro-6-phenyl-1,3-benzoxazole-4-carboxylic acid (I-223) (6.27 mmol) was dissolved in methanol (30 ml), then at room temperature, 10% palladium-carbon (430 mg) was added. The suspension was stirred at room temperature under atmospheric pressure of hydrogen for 16 hour. The catalyst was removed by filtration with washing with methanol, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by middle-pressure liquid chromatography (eluent, chloroform:methanol=98:2) to obtain the entitled compound (1.274 g, 66% from I-222) as a pale brown powder.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. washwith washing with methanol
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe resulting residue was purified by middle-pressure liquid chromatography (eluent, chloroform:methanol=98:2)
  5. customto obtain the entitled compound (1.274 g, 66% from I-222) as a pale brown powder

Quellen und Nachweise

ORD-Eintrag
ord-c0e17637b46140c89d172dc850b67008
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737166B2

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