4-[(3,3-Dimethylbutyl-carbamoyl)-methyl]-benzonitrile → 4-[(3,3-Dimethylbutyl-carbamoyl)-methyl]-benzylamine

HRID 1191050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1191050
[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][CH2:4][NH:5][C:6]([CH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=1)=[O:7]>CO.Cl.[Pd]>[CH3:1][C:2]([CH3:18])([CH3:17])[CH2:3][CH2:4][NH:5][C:6]([CH2:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:13][NH2:14])=[CH:15][CH:16]=1)=[O:7]

Komponenten

5

Edukt 1

HCID 584956644-[(3,3-Dimethylbutyl-carbamoyl)-methyl]-benzonitrile

Produkt 1

HCID 584955314-[(3,3-Dimethylbutyl-carbamoyl)-methyl]-benzylamineAusbeute 107,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 313Hydrochloric AcidKatalysatorHCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Bubble nitrogen into a solution of 4-[(3,3-dimethylbutyl-carbamoyl)-methyl]-benzonitrile (240 mg, 0.9 mmol) in methanol (20 mL) with 3 drops of concentrated HCl for 10 min. Add 10% Pd/C (Degussa type E101, 48 mg) and submit the mixture to hydrogenation at atmospheric pressure overnight. Filter the catalyst over Celite® and concentrate the filtrate in vacuo. Elute the compound through a SCX column to obtain the title compound (240 mg, 98%). MS (ES+) m/z: 249 (M+H)+.

Aufarbeitung

  1. customat atmospheric pressure overnight
  2. filtrationFilter the catalyst over Celite®
  3. concentrationconcentrate the filtrate in vacuo
  4. washElute the compound through a SCX column

Quellen und Nachweise

ORD-Eintrag
ord-872a73bd2bc24f7db280d50b8e9966a5
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08680091B2

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