Diethyl 2-methyl-2-(3-nitrophenoxy)malonate → 4-(4-Aminophenoxymethyl)-2-methoxycarbonyl-furan
Reaktionsgleichung
CC(OC1C=CC=C([N+]([O-])=O)C=1)(C(OCC)=O)C(OCC)=O.[N+:23]([C:26]1[CH:42]=[CH:41][C:29]([O:30][CH2:31][C:32]2[CH:33]=[C:34]([C:37]([O:39][CH3:40])=[O:38])[O:35][CH:36]=2)=[CH:28][CH:27]=1)([O-])=O>>[NH2:23][C:26]1[CH:27]=[CH:28][C:29]([O:30][CH2:31][C:32]2[CH:33]=[C:34]([C:37]([O:39][CH3:40])=[O:38])[O:35][CH:36]=2)=[CH:41][CH:42]=1Komponenten
3
Versuchsvorschrift
In like manner to the reduction of diethyl 2-methyl-2-(3-nitrophenoxy)malonate, 4-(4-nitrophenoxymethyl)-2-methoxycarbonyl-furan was reduced to provide 4-(4-aminophenoxymethyl)-2-methoxycarbonyl-furan. 1H NMR (CDCl3): δ 7.15 (d, 1H, J=3.5 Hz), 7.05 (t, 1H, J=8.2 Hz), 6.50 (d, 1H, J=3.5 Hz), 6.37-6.27 (m, 3H), 5.01 (s, 2H), 3.89 (s, 3H).
Quellen und Nachweise
- ORD-Eintrag
- ord-654108c0a0604eefadd55fbf48226393
- Quelldatensatz
- uspto-grants-2015_05