m-Chloroperbenzoic acid → 9,10-Epoxy-6,9,10-trimethyl-undec-5-en-2-one
Reaktionsgleichung
[CH3:1][C:2]([CH2:9][CH2:10][C:11]([CH3:15])=[C:12]([CH3:14])[CH3:13])=[CH:3][CH2:4][CH2:5][C:6](=[O:8])[CH3:7].ClC1C=CC=C(C(OO)=[O:24])C=1>C(Cl)Cl>[O:24]1[C:12]([CH3:14])([CH3:13])[C:11]1([CH3:15])[CH2:10][CH2:9][C:2]([CH3:1])=[CH:3][CH2:4][CH2:5][C:6](=[O:8])[CH3:7]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 100 g. of 6,9,10-trimethyl-undeca-5,9-dien-2-one in 2,000 ml. of methylene chloride, there was added, while cooling with ice, 100 g. of m-chloro perbenzoic acid. The resulting mixture was allowed to stand while constantly stirring at room temperature for 1 hour. The resulting mixture was diluted with 1,000 ml. of methylene chloride. The resulting solution was washed with ice-cold 1-N sodium hydroxide solution and with a saturated sodium chloride solution, dried over sodium sulfate and evaporated. The residue was fractionally distilled under high vacuum. There was obtained 9,10-epoxy-6,9,10-trimethyl-undec-5-en-2-one. B.p. 89°-91°C./0.07 mm Hg; nD20 = 1.4656.