Hydrochloric Acid → Ethyl 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)furan-3-carboxylate
Reaktionsgleichung
[O:1]=[C:2]([C:9]1[C:10]([C:15]([F:18])([F:17])[F:16])=[N:11][CH:12]=[CH:13][CH:14]=1)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].Br[CH2:20][C:21]([C:23]1[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[C:26]([O:32][CH3:33])=[C:25]([O:34][CH3:35])[CH:24]=1)=O.Cl>N1C=CC=CC=1>[CH3:35][O:34][C:25]1[CH:24]=[C:23]([C:21]2[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([C:9]3[C:10]([C:15]([F:18])([F:16])[F:17])=[N:11][CH:12]=[CH:13][CH:14]=3)[O:1][CH:20]=2)[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[C:26]=1[O:32][CH3:33]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
To a stirred solution of ethyl 3-oxo-3-(2-(trifluoromethyl)pyridin-3-yl)propanoate (1.305 g, 5 mmol) in pyridine (25 mL) was added 2-bromo-1-(3,4-dimethoxy-5-nitrophenyl)ethanone (1.67 g, 5.5 mmol). The reaction mixture was heated to 70° C. and stirred for 5 hours, then cooled to room temperature and poured onto 6 N aqueous HCl (100 mL). The precipitate was filtered off, washed with water and dried over P2O5 under vacuum. The solid was recrystallised from dichloromethane/ispropanol to give crude ethyl 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)furan-3-carboxylate, 1.00 g (43%).
Aufarbeitung
- temperaturecooled to room temperature
- filtrationThe precipitate was filtered off
- washwashed with water
- dry with materialdried over P2O5 under vacuum
- customThe solid was recrystallised from dichloromethane/ispropanol
Quellen und Nachweise
- ORD-Eintrag
- ord-1c390971cf3041ef9c91dbc576b32bf9
- Quelldatensatz
- uspto-grants-2016_09
- Patentnummer
- US09446012B2
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