cis-4-(3-Chlorophenyl)-but-3-enylamine → 4-(3-Chlorophenyl)butan-1-amine

HRID 510625

Reaktionsgleichung

Reaktionsgleichung von HRID 510625
[Cl:1][C:2]1[CH:3]=[C:4](/[CH:8]=[CH:9]\[CH2:10][CH2:11][NH2:12])[CH:5]=[CH:6][CH:7]=1.[H][H]>CO.[Pt](=O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 58679830cis-4-(3-Chlorophenyl)-but-3-enylamineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 106550714-(3-Chlorophenyl)butan-1-amineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of (Z)-4-(3-chlorophenyl)but-3-en-1-amine (1.80 g, 9.91 mmol) in methanol (30 mL) was added platinum(IV) oxide (0.18 g, 0.79 mmol), and to the resulting stirred mixture at ambient temperature was fitted a balloon of hydrogen. The flask was purged and refilled five times with hydrogen, and the resulting mixture was stirred at ambient temperature under a balloon of hydrogen for 1 hour. The catalyst was removed by filtration through a glass microfibre filter, and the filtrate was concentrated to afford 4-(3-chlorophenyl)butan-1-amine as a light yellow oil (1.78 g, 98% yield).

Aufarbeitung

  1. customThe flask was purged
  2. additionrefilled five times with hydrogen
  3. stirringthe resulting mixture was stirred at ambient temperature under a balloon of hydrogen for 1 hour
  4. customThe catalyst was removed by filtration through a glass microfibre
  5. filtrationfilter
  6. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-6deb5e7e2f514fd9a19240e7958d0c83
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096567B2

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