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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1687563Erstellt: 26. Oktober 2026

Methanol → 7-Amino-2,3-dihydro-1,5-benzoxazepin-4(5H)-one

https://huagongshe.com/reaction/1687563

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
Edukt7-Nitro-2,3-dihydro-1,5-benzoxazepin-4(5H)-oneHCID 57415944—
KatalysatorPalladiumHCID 23938—
Produkt7-Amino-2,3-dihydro-1,5-benzoxazepin-4(5H)-oneHCID 5785383370%

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08148391B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-926b1c77f43b4b19a246a5195e35c7f5
Quellennotizuspto-grants-2012_04