Water → 4-{4-[6-(Allyloxy)hexyl]phenyl}-7-phenyl-1,10-phenanthroline
Reaktionsgleichung
[H-].[Na+].[C:3]1([C:9]2[C:10]3[C:19]([N:20]=[CH:21][CH:22]=2)=[C:18]2[C:13]([C:14]([C:23]4[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][OH:35])=[CH:25][CH:24]=4)=[CH:15][CH:16]=[N:17]2)=[CH:12][CH:11]=3)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:36](Br)[CH:37]=[CH2:38].O>CN(C=O)C.C(OCC)(=O)C>[CH2:38]([O:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][C:26]1[CH:25]=[CH:24][C:23]([C:14]2[C:13]3[C:18](=[C:19]4[C:10](=[CH:11][CH:12]=3)[C:9]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)=[CH:22][CH:21]=[N:20]4)[N:17]=[CH:16][CH:15]=2)=[CH:28][CH:27]=1)[CH:37]=[CH2:36]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 35 °C
Versuchsvorschrift
A 60% dispersion of NaH in mineral oil (76.1 mg) is suspended in DMF (10 ml). To this suspension is added 6-[4-(7-phenyl-1,10-phenanthrolin-4-yl)phenyl]hexan-1-ol (657 mg) followed by mixing at room temperature for 3 hrs. Allyl bromide (242 mg) is then added and the mixture is stirred at 35° C. for 24 hours, or until the reaction is judged complete by TLC. Excess NaH is carefully reacted with water and the reaction mixture is then diluted with ethyl acetate. The organic layer is washed with aqueous 6 M NaCl, dried over MgSO4, concentrated by roto-evaporation, and purified by column chromatography on silica gel to give the desired product.
Aufarbeitung
- additionby mixing at room temperature for 3 hrs
- washThe organic layer is washed with aqueous 6 M NaCl
- dry with materialdried over MgSO4
- concentrationconcentrated by roto-evaporation
- custompurified by column chromatography on silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-61c5e826bf2346e197f3507d346fa50c
- Quelldatensatz
- uspto-grants-2003_12
- Patentnummer
- US06664111B2
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