Reaktionsgleichung
C[Si](C)(C)N[Si](C)(C)C.[Li].[C:11]([O:14][CH2:15][CH3:16])(=[O:13])[CH3:12].[C:17]1([C:23]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([O:32][CH3:33])[CH:27]=2)=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1COCC1>[CH3:33][O:32][C:28]1[CH:27]=[C:26]([CH2:25][C:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)([OH:24])[CH2:12][C:11]([O:14][CH2:15][CH3:16])=[O:13])[CH:31]=[CH:30][CH:29]=1Komponenten
5
Reaktionsbedingungen
- Temperatur
- -78 °C
Versuchsvorschrift
Lithium hexamethyidisilazane (88.5 mL, 88.5 mmol) was added to THF (150 mL) at −78° C. After 15 minutes, ethyl acetate (7.79 g, 88.5 mmol) was added over 10 minutes and stirred at −78° C. for 30 minutes. The m-methoxybenzyl phenyl ketone in (10.0 g, 44.25 mmol) THF (100 mL) was added over 15 minutes and kept at that temperature for 3 hours. The reaction mixture was quenched at that temperature with saturated ammonium chloride (15 mL). The reaction mixture was diluted with ether (200 mL) and the organic layer was washed with brine, (100 mL), dried and concentrated to afford the desired product (12 g, 86% yield). NMR was consistent with the desired structure.
Aufarbeitung
- waitkept at that temperature for 3 hours
- customThe reaction mixture was quenched at that temperature with saturated ammonium chloride (15 mL)
- additionThe reaction mixture was diluted with ether (200 mL)
- washthe organic layer was washed with brine, (100 mL)
- customdried
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-0d7cb346805c40b583610cf6d62715e4
- Quelldatensatz
- uspto-grants-2004_04
- Patentnummer
- US06720315B2
Verknüpfte Notizen
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