Reaktion #586113

ord-6d2b561264f547138e77122e85f497ac

Reaktionsgleichung

O=C(N[C@H](CO)Cc1ccccc1)c1cc(OCc2ccccc2)ccc1O
N-{(S)-1-hydroxy-3-phenyl-2-propyl}-5-benzyloxy-2-hydroxybenzamide
O=C(N[C@H](CO)Cc1ccccc1)c1cc(O)ccc1O
N-{(S)-1-hydroxy-3-phenyl-2-propyl }-2,5-dihydroxybenzamide
Ausbeute 85.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeIn a flask equipped with a magnetic stirring bar
  2. 2
    SonstigeNitrogen is bubbled through the solution and 10% Pd on charcoal
  3. 3
    workup.ADDITIONis added
  4. 4
    SonstigeAfter flushing with nitrogen
  5. 5
    SonstigeThe suspension is flushed with nitrogen
  6. 6
    Filtrationfiltered
  7. 7
    Waschenrinsed over Celite
  8. 8
    EinengenThe filtrate is concentrated under vacuum

Vorschrift

In a flask equipped with a magnetic stirring bar and a rubber septum is dissolved the N-{(S)-1-hydroxy-3-phenyl-2-propyl}-5-benzyloxy-2-hydroxybenzamide in methanol. Nitrogen is bubbled through the solution and 10% Pd on charcoal is added. After flushing with nitrogen, the suspension is placed under hydrogen atmosphere and stirred for 2 hours. The suspension is flushed with nitrogen and filtered and rinsed over Celite. The filtrate is concentrated under vacuum. In this fashion is obtained N-{(S)-1-hydroxy-3-phenyl-2-propyl }-2,5-dihydroxybenzamide (85%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07767646B2uspto-grants-2010_08