Methanol → HCID 57853833, Verbindung

HRID 1687563

Reaktionsgleichung

Reaktionsgleichung von HRID 1687563
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[O:13][CH2:12][CH2:11][C:10](=[O:14])[NH:9][C:8]=2[CH:15]=1)([O-])=O.CO>[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[O:13][CH2:12][CH2:11][C:10](=[O:14])[NH:9][C:8]=2[CH:15]=1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 574159447-Nitro-2,3-dihydro-1,5-benzoxazepin-4(5H)-one

Produkt 1

HCID 57853833HCID 57853833, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

Into a Hydrogenation flask containing 2-Nitro-6,7-dihydro-9H-5-oxa-9-aza-benzocyclohepten-8-one (0.2 g, 0.001 mol), was added Methanol (20 mL, 0.5 mol), followed by 10% Pd/C (0.02 g). The reaction mixture was shaken in a Parr apparatus under 20 psi of H2 for 90 min, was filtered through celite, washed with MeOH, and concentrated under reduced pressure to obtain 114 mg (70% yield) of title compound as a pale yellow solid. 97% purity, MP=158-160. LCMS: 179.19 (M+1), NMR (CDCl3) δ 7.94 (bs, 1H), 6.87 (d, J=8.4 Hz, 1H), 6.40 (dd, J=2.2 Hz, 8.5 Hz, 1H), 6.28 (s, 1H), 4.43-4.40 (m, 2H), 3.58 (bs, 2H), 2.79-2.76 (m, 2H).

Aufarbeitung

  1. filtrationwas filtered through celite
  2. washwashed with MeOH
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-926b1c77f43b4b19a246a5195e35c7f5
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148391B2

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