Azane;hydrate → (3R*,4S*)-4-amino-6-methoxy-2,2-dimethyl-7-nitro-3,4-dihydro-2H-1-benzopyran-3-ol
Reaktionsgleichung
[O:1]1[C@H:7]2[C@@H:2]1[C:3]([CH3:18])([CH3:17])[O:4][C:5]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[C:9]([O:15][CH3:16])=[CH:8][C:6]=12.O.[NH3:20]>C(O)C>[NH2:20][C@H:7]1[C:6]2[CH:8]=[C:9]([O:15][CH3:16])[C:10]([N+:12]([O-:14])=[O:13])=[CH:11][C:5]=2[O:4][C:3]([CH3:18])([CH3:17])[C@@H:2]1[OH:1]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
To a solution of (3R*,4R*)-3,4-epoxy-6-methoxy-2,2-dimethyl-7-nitro-3,4-dihydro-2H-1-benzopyran (2.64 g, 10.5 mmol) in ethanol (26 mL), an ammonia water (26 mL) was added, and the resulting mixture was stirred in a sealed tube at 100° C. for 2 hours. Upon the completion of the reaction, the solvent was distilled off. An aqueous solution of saturated sodium carbonate was added to the residue, and the resulting mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate and thereby the aimed product was obtained as red amorphous substance (yield: 84%).
Aufarbeitung
- customUpon the completion of the reaction
- distillationthe solvent was distilled off
- additionAn aqueous solution of saturated sodium carbonate was added to the residue
- extractionthe resulting mixture was extracted with ethyl acetate
- washThe organic phase was washed with saturated sodium chloride solution
- dry with materialdried over anhydrous magnesium sulfate
Quellen und Nachweise
- ORD-Eintrag
- ord-0bb61f71ffe74a0184c35a136c2d5c84
- Quelldatensatz
- uspto-grants-2010_08
- Patentnummer
- US07781483B2
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