Diethyl Ether → HCID 22908389, Verbindung
Reaktionsgleichung
[Si]([O:8][CH:9]1[CH2:13][C:12](=[CH2:14])[C:11]([CH:15]([CH3:18])[CH:16]=[CH2:17])=[CH:10]1)(C(C)(C)C)(C)C.CCOCC>O1CCCC1>[CH3:18][CH:15]([C:11]1[C:12](=[CH2:14])[CH2:13][CH:9]([OH:8])[CH:10]=1)[CH:16]=[CH2:17]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
2.02 Grams of (RS)-3-(1-methyl-2-propenyl)-4-methylidenecyclopent-2-en-1-yl t-butyldimethylsilyl ether was dissolved in 20 ml of tetrahydrofuran. Under ice-water cooling, 7.7 ml of a tetrahydrofuran solution of 1M n-tetrabutylammonium fluoride was added to the ether solution, and then stirred at an ambient temperature for six hours. The reaction solution was poured into ice-water and extracted with ether. The ether layer was washed with a saturated sodium chloride solution, and dried with anhydrous magnesium sulfate. After removal of the solvent under reduced pressure, the oily substance obtained was subjected to silica gel column chromatography to yield 1.05 g of (RS)-3-(1-methyl-2-propenyl)-4-methylidenecyclopent-2-en-1-ol. Yield 91%