Reaktion #41095

ord-1ad0844398d448ee9f15db0e50fe4796

Reaktionsgleichung

[H][H]
hydrogen
ON=C1C2CC3CC1CC(O)(C3)C2
5-hydroxy-admantane-2-one oxime
NC1C2CC3CC1CC(O)(C3)C2
4-amino-adamantan-1-ol
Ausbeute 98.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe hydrogenation reaction
  2. 2
    FiltrationThe mixture was filtered through celite
  3. 3
    Einengenconcentrated under vacuum to dryness

Vorschrift

Rh/Al2O3 (2.3 g, 5 wt. %, 1.1 mmol) was added to a mixture of 5-hydroxy-admantane-2-one oxime (10 g, 55 mmol) in EtOH (100 mL) in a Parr hydrogenation bottle. The hydrogenation reaction was performed in a Parr hydrogenation instrument at 55 psi pressure of hydrogen at 50° C. for 48 hours. The disappearance of starting material and generation of the product were detected by LC-MS. The mixture was filtered through celite and concentrated under vacuum to dryness to give 4-amino-adamantan-1-ol (about 9 g, ˜98%) which was used for the next step without further purification. Mass spectrum: m/z: 168.1 (M+1).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728029B2uspto-grants-2010_06