m-Chloroperbenzoic acid → 5-(4-Hydroxybutyl)oxepan-2-one
Reaktionsgleichung
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[CH2:11][CH2:10][C:9](=[O:12])[CH2:8][CH2:7]1.ClC1C=CC=C(C(OO)=[O:21])C=1>C(Cl)Cl>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[CH2:7][CH2:8][O:12][C:9](=[O:21])[CH2:10][CH2:11]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 4.47 g of 4-(4-hydroxybutyl) cyclohexanone in 80 mL methylene chloride is added 6.81 g of 80-85% m-chloroperbenzoic acid and the mixture is stirred at room temperature for 3 hours. The reaction is quenched by addition of saturated aqueous sodium sulfite solution. The mixture is then poured onto a 10% solution of sodium bicarbonate and the layers are separated. The organic phase is dried, filtered and evaporated to dryness to yield 4-(4-hydroxybutyl)-epsilon-caprolactone as a clear oil.