Reaktionsgleichung
[CH3:1][C:2]1[CH:7](/[CH:8]=[CH:9]/[C:10]([CH3:12])=[O:11])[C:6]([CH3:14])([CH3:13])[CH2:5][CH2:4][CH:3]=1.[SH:15][CH2:16][CH2:17][CH2:18][Si:19]([O:24][CH3:25])([O:22][CH3:23])[O:20][CH3:21].C1CCN2C(=NCCC2)CC1.Cl>>[CH3:21][O:20][Si:19]([O:22][CH3:23])([O:24][CH3:25])[CH2:18][CH2:17][CH2:16][S:15][CH:8]([CH:7]1[C:6]([CH3:14])([CH3:13])[CH2:5][CH2:4][CH:3]=[C:2]1[CH3:1])[CH2:9][C:10](=[O:11])[CH3:12]Komponenten
5
Versuchsvorschrift
To a stirred solution of α-ionone (1.92 g, 10.0 mmol) and 3-mercaptopropyl-trimethoxysilane (1.96 g, 10.0 mmol) at 12° C. was rapidly added DBU (0.14 ml, 152 mg, 1.0 mmol). The temperature rose to 19° C. and the solution turned orange. After 135 minutes at 20° C, the reaction mixture was poured onto a cold stirred 5% aqueous HCl solution and extracted twice with Et2O. The organic phases were washed (H2O, saturated aqueous NaHCO3 and brine), dried (Na2SO4), filtered and concentrated. The crude extract was dried for 1 hour at 65-70° C./0.01 Torr to give 2.77 g of the title thioether (71%).
Aufarbeitung
- customat 12° C.
- customrose to 19° C.
- additionthe reaction mixture was poured onto
- extractionextracted twice with Et2O
- washThe organic phases were washed (H2O, saturated aqueous NaHCO3 and brine)
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated
- extractionThe crude extract
- customwas dried for 1 hour at 65-70° C./0.01 Torr
Quellen und Nachweise
- ORD-Eintrag
- ord-c9d5ac5521e349c7a2a62136574918c6
- Quelldatensatz
- uspto-grants-2009_09
- Patentnummer
- US07589055B2
Verknüpfte Notizen
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