Acetic Anhydride → HCID 12764994, Verbindung
Reaktionsgleichung
[C:1]([Si:5]([CH3:11])([CH3:10])[O:6][CH2:7][C:8]#[CH:9])([CH3:4])([CH3:3])[CH3:2].[Li]CCCC.B(F)(F)F.[CH3:21][CH2:22][O:23]CC.C(OC(=O)C)(=O)C>C1COCC1>[Si:5]([O:6][CH2:7][C:8]#[C:9][C:22](=[O:23])[CH3:21])([C:1]([CH3:3])([CH3:4])[CH3:2])([CH3:10])[CH3:11]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -78 °C
Versuchsvorschrift
To a stirred solution of tert-butyldimethyl(prop-2-yn-1-yloxy)silane (20.0 g, 116.9 mmol) in THF (400 mL) at −78° C. was added n-BuLi (90 mL, 140.0 mmol) and the reaction mixture was allowed to attain room temperature with in 2 h. Then the reaction mixture was cooled to −78° C. and borontrifluoride etherate (18 mL, 140.0 mmol) was added. After 10 minutes stirring acetic anhydride (15 mL, 153.0 mmol) was added and the reaction mixture was allowed to attain room temperature with in 2.5 h. Reaction was quenched with aqueous 1N NaOH solution and extracted with ethyl acetate (3 times). Combined organic layer was dried over sodium sulphate. Removal of the solvent under reduced pressure followed by solvent washings afforded C (13 g, 52%).
Aufarbeitung
- customto attain room temperature with in 2 h
- additionwas added
- customto attain room temperature with in 2.5 h
- customReaction
- customwas quenched with aqueous 1N NaOH solution
- extractionextracted with ethyl acetate (3 times)
- dry with materialCombined organic layer was dried over sodium sulphate
- customRemoval of the solvent under reduced pressure
- customafforded C (13 g, 52%)
Quellen und Nachweise
- ORD-Eintrag
- ord-8abb0d3d0ad242e79d29f578c1f2a153
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08765732B2
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