Reaktionsgleichung
[H-].[Na+].[CH:3]([Si:6]([CH:11]([CH3:13])[CH3:12])([CH:8]([CH3:10])[CH3:9])[SH:7])([CH3:5])[CH3:4].FC(F)(F)S(O[C:20]1[CH:29]=[C:28]2[C:23]([CH2:24][CH2:25][CH:26]([C:30]([O:32][CH2:33][CH3:34])=[O:31])[O:27]2)=[CH:22][CH:21]=1)(=O)=O>C1(C)C=CC=CC=1.C1COCC1.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH:11]([Si:6]([CH:3]([CH3:5])[CH3:4])([CH:8]([CH3:10])[CH3:9])[S:7][C:20]1[CH:29]=[C:28]2[C:23]([CH2:24][CH2:25][CH:26]([C:30]([O:32][CH2:33][CH3:34])=[O:31])[O:27]2)=[CH:22][CH:21]=1)([CH3:13])[CH3:12]Komponenten
7
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 3
Versuchsvorschrift
To a suspension of NaH (1.02 g, 25.6 mmol, 60% in mineral oil) in toluene (60 ml) was added triisopropylsilanethiol (4.24 g, 22.3 mmol). After stirring at room temperature for 30 min, to the mixture were added a solution of ethyl 7-{[(trifluoromethyl)sulfonyl]oxy}chromane-2-carboxylate (6.07 g, 17.1 mmol) in THF (60 ml) and tetrakis(triphenylphosphine) palladium (0.39 g, 0.34 mmol), and the mixture was degassed under N2. After heating at 90° C. for 1.5 h under N2, the solvents were evaporated and the residue was purified by column chromatography (EtOAc/Isooctane) to afford the title compound. Yield: 6.84 g. MS m/z (rel. intensity, 70 eV) 394 (M+, 27), 277 (52), 352 (26), 351 (bp), 251 (50).
Aufarbeitung
- customthe mixture was degassed under N2
- temperatureAfter heating at 90° C. for 1.5 h under N2
- customthe solvents were evaporated
- customthe residue was purified by column chromatography (EtOAc/Isooctane)
Quellen und Nachweise
- ORD-Eintrag
- ord-4c6816f4fbd843908afe950dc79559d0
- Quelldatensatz
- uspto-grants-2013_09
- Patentnummer
- US08524766B2
Verknüpfte Notizen
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