Ammonia → 4-Aminoadamantan-1-ol

HRID 12818

Reaktionsgleichung

Reaktionsgleichung von HRID 12818
[OH:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([C:5]3=O)[CH2:3]1)[CH2:9]2.[NH3:13].CO.[H][H]>[Pd]>[NH2:13][CH:5]1[CH:6]2[CH2:11][C:2]3([OH:1])[CH2:9][CH:8]([CH2:10][CH:4]1[CH2:3]3)[CH2:7]2

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 887MethanolHCID 64184IdramantoneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 28574474-Aminoadamantan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

5-Hydroxy-adamantan-2-one (15 g, 90.24 mmol, International Specialty) and Pd/C (1.498 g, Degussa 19985880, 5%, 50% water) were added to a Parr reactor, followed by ammonia in methanol solution (7N, 300.4 ml, 2.1 mol). The reactor was pressurized with hydrogen at 200-250 psi for 18 h. The mixture was then filtered over a pad of celite and concentrated in vacuo to give 4-amino-adamantan-1-ol (15.15 g, 4/1=trans/cis by NMR-D2O) as a white solid. This material is used directly without further purification.

Aufarbeitung

  1. filtrationThe mixture was then filtered over a pad of celite
  2. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9af252a862ca4daca318d4777e74ab41
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728029B2

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