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2-Methyl-5-phenylbenzonitrile → 2-Methyl-5-phenylbenzylamine

HRID 1883637
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1883637
[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][C:3]=1[C:4]#[N:5].O.N>O1CCOCC1.C(O)C.[Ni].O>[CH3:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][C:3]=1[CH2:4][NH2:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 2

HCID 111715372-Methyl-5-phenylbenzonitrileHCID 12896473Azane;hydrate

Produkt 1

HCID 235082132-Methyl-5-phenylbenzylamineAusbeute 82,6 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 935NickelKatalysatorHCID 702EthanolLösungsmittelHCID 962Water
Lösungsmittel
HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.0 g (5.17 mmol) of 2-methyl-5-phenylbenzonitrile (produced in the same manner as in the above-mentioned Reference Production Example 1 (2)) was dissolved in a mixed solvent of 8 ml of 1,4-dioxane and 8 ml of ethanol, and to this solution was added 1.0 g of a suspension of 2 ml of 28 wt % ammonia water and Raney nickel W2 (manufactured by Aldrich; 50 wt % in water). This mixture was stirred for 8 hours at room temperature under hydrogen atmosphere, then, filtrated through celite, and the celite was washed with ethanol and water. The filtrate and washed solution was combined and concentrated under reduced pressure, and the residue was distilled by using Kugelrohl distillation apparatus (0.5 mmHg, set temperature: 216° C.), to obtain 842 mg (4.27 mmol) of 2-methyl-5-phenylbenzylamine.

Aufarbeitung

  1. filtrationfiltrated through celite
  2. washthe celite was washed with ethanol and water
  3. washThe filtrate and washed solution
  4. concentrationconcentrated under reduced pressure
  5. distillationthe residue was distilled
  6. distillationKugelrohl distillation apparatus (0.5 mmHg, set temperature: 216° C.)

Quellen und Nachweise

ORD-Eintrag
ord-9b56c1dae3c44bddac9e06defce4dde5
Quelldatensatz
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06762197B2

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