Reaktionsgleichung
[O:1]1[C:5]2[CH:6]=[C:7]([OH:10])[CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1.CC1C=C(O)C=CC=1C.[F:20][C:21]([F:44])([F:43])[C:22]1[O:26][C:25]([CH2:27][N:28]2[C:36]3[CH:35]=[C:34]4[O:37][CH2:38][CH2:39][O:40][C:33]4=[CH:32][C:31]=3[C:30](=[O:41])[C:29]2=[O:42])=[CH:24][CH:23]=1.C1(C(C2C=CC=CC=2)N2C3C(=CC=CC=3)C(=O)C2=O)C=CC=CC=1>>[OH:41][C:30]1([C:8]2[C:7]([OH:10])=[CH:6][C:5]3[O:1][CH2:2][CH2:3][C:4]=3[CH:9]=2)[C:31]2[CH:32]=[C:33]3[O:40][CH2:39][CH2:38][O:37][C:34]3=[CH:35][C:36]=2[N:28]([CH2:27][C:25]2[O:26][C:22]([C:21]([F:43])([F:44])[F:20])=[CH:23][CH:24]=2)[C:29]1=[O:42]Komponenten
5
Edukt 4
Produkt 1
Versuchsvorschrift
Following the procedure as described in PREPARATION 6A, and making non-critical variations using 2,3-dihydrobenzofuran-6-ol to replace 3,4-dimethylphenol, and 6-{[5-(trifluoromethyl)furan-2-yl]methyl}-2,3-dihydro-6H-[1,4]dioxino[2,3-f]indole-7,8-dione to replace 1-(diphenylmethyl)-1H-indole-2,3-dione, 8-hydroxy-8-(6-hydroxy-2,3-dihydrobenzofuran-5-yl)-6-((5-(trifluoromethyl)furan-2-yl)methyl)-6,8-dihydro-2H-[1,4]dioxino[2,3-f]indol-7(3H)-one was obtained (76%): 1H NMR (300 MHz, CDCl3) δ 9.08 (s, 1H), 7.07 (s, 1H), 6.74-6.68 (m, 1H), 6.64 (s, 1H), 6.52 (s, 1H), 6.48 (s, 1H), 6.36-6.32 (m, 1H), 4.84 (dd, J=48.7, 16.3 Hz, 2H), 4.53 (t, J=8.7 Hz, 2H), 4.32-4.20 (m, 4H), 4.16 (s, 1H), 3.08-2.94 (m, 2H); MS (ES+) m/z 471.9 (M−17).
Quellen und Nachweise
- ORD-Eintrag
- ord-3cb4da16a49b4ad189d4fdb0d9e37a03
- Quelldatensatz
- uspto-grants-2013_04
- Patentnummer
- US08415370B2
Verknüpfte Notizen
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