Dimethylformamide → 4-ethenyl-5-[4-(4-methoxyphenyl)piperazin-1-yl]-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one
Reaktionsgleichung
Br[CH2:2][CH2:3][N:4]([CH2:13][CH2:14]Br)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.C(=O)([O-])O.[Na+].CN(C=O)C.[NH2:26][C:27]1[C:28]([CH3:42])=[C:29]([CH3:41])[C:30]2[O:34][C:33]([CH3:36])([CH3:35])[C:32](=[O:37])[C:31]=2[C:38]=1[CH:39]=[CH2:40]>C(OCC)(=O)C.O>[CH:39]([C:38]1[C:31]2[C:32](=[O:37])[C:33]([CH3:35])([CH3:36])[O:34][C:30]=2[C:29]([CH3:41])=[C:28]([CH3:42])[C:27]=1[N:26]1[CH2:14][CH2:13][N:4]([C:5]2[CH:6]=[CH:7][C:8]([O:11][CH3:12])=[CH:9][CH:10]=2)[CH2:3][CH2:2]1)=[CH2:40]Komponenten
7
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 120 °C
Versuchsvorschrift
N,N-bis(2-bromoethyl)-4-methoxyaniline (2.45 g, 7.63 mmol) and sodium hydrogencarbonate (1.25 g, 1.40 mmol) were added to a solution of DMF (36 mL) containing 5-amino-4-ethenyl-2,2,6,7-tetramethyl-1-benzofuran-3(2H)-one (1.47 g, 6.36 mmol) synthesized in Reference Example 22, and the mixture was stirred at 120° C. for 16 hours. After cooled to room temperature, water was added to the mixture, and extraction was performed using ethyl acetate. It was dried using anhydrous magnesium sulfate. After that, the solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate: 100:0 to 90:10) to give 217 mg of the title compound (yield: 8%).
Aufarbeitung
- customsynthesized in Reference Example 22
- temperatureAfter cooled to room temperature
- customIt was dried
- customAfter that, the solvent was removed under reduced pressure
- customthe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate: 100:0 to 90:10)
Quellen und Nachweise
- ORD-Eintrag
- ord-bee36db59ff64b9d81f88184aa934cdb
- Quelldatensatz
- uspto-grants-2015_02
- Patentnummer
- US08957069B2
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