Reaktionsgleichung
[C:1]1([CH:7]2[CH2:12][C:11](=[O:13])[CH2:10][CH:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[Si](C)(C)C.[CH2:25](O)[CH2:26][OH:27]>>[CH2:26]1[O:27][C:11]2([CH2:12][CH:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[NH:8][CH:9]([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH2:10]2)[O:13][CH2:25]1Komponenten
4
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a stirred suspension of 10.0 g (40 mmol) of 2,6-diphenyl-4-piperidone in 150 mL of ethylene glycol chilled to 0° C. is added 35 mL (275 mmol) of chlorotrimethylsilane over a one-hour period. The reaction mixture is warmed to room temperature and stirred for 15 hours. The reaction mixture is then quenched by carefully pouring it into 600 mL of saturated aqueous sodium bicarbonate solution. The product is extracted into ether (4×200 mL). The ether solution is dried over anhydrous sodium sulfate and the solvent is removed under reduced pressure. The residue is recrystallized from methanol to yield 8.1 g (69%) of the title compound as a white solid, melting at 125°-127° C.
Aufarbeitung
- temperatureThe reaction mixture is warmed to room temperature
- customThe reaction mixture is then quenched
- additionby carefully pouring it into 600 mL of saturated aqueous sodium bicarbonate solution
- extractionThe product is extracted into ether (4×200 mL)
- dry with materialThe ether solution is dried over anhydrous sodium sulfate
- customthe solvent is removed under reduced pressure
- customThe residue is recrystallized from methanol
Quellen und Nachweise
- ORD-Eintrag
- ord-8e11a672ee064eafbf677ef95993f135
- Quelldatensatz
- uspto-grants-1993_08
- Patentnummer
- US05235056
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