(3-Methyl-2-nitrophenyl)phenylamine → 3-Methyl-N1-phenylbenzene-1,2-diamine

HRID 242773

Reaktionsgleichung

Reaktionsgleichung von HRID 242773
[CH3:1][C:2]1[C:3]([N+:15]([O-])=O)=[C:4]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][CH:7]=1>CCOC(C)=O.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:8][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:3]=1[NH2:15]

Komponenten

4

Edukt 1

HCID 10704534(3-Methyl-2-nitrophenyl)phenylamine

Produkt 1

HCID 534243143-Methyl-N1-phenylbenzene-1,2-diamineAusbeute 94,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of (3-methyl-2-nitrophenyl)phenylamine (931 mg, 4.08 mmol) and 10% Pd/C (465 mg) in EtOAc (20 mL) was degassed with a stream of nitrogen and stirred at RT under a hydrogen atmosphere for 4 h. The suspension was then filtered through a PTFE frit and the filtrate was concentrated in vacuo affording 3-Methyl-N1-phenylbenzene-1,2-diamine as an off-white solid (763 mg, 94%). LCMS: RT 3.37 min [M+H]+ 199.0.

Aufarbeitung

  1. customwas degassed with a stream of nitrogen
  2. filtrationThe suspension was then filtered through a PTFE frit
  3. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-408d99b9bd6c4aecafa90e89800a1cce
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08653089B2

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