tert-Butanol → cis t-Butyl 3,7,11-trimethyldodeca-2,4-dienoate
Reaktionsgleichung
S(Cl)(Cl)=O.[CH3:5][C:6](/[CH:11]=[CH:12]\[CH2:13][CH:14]([CH3:21])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:7][C:8]([OH:10])=[O:9].[C:22](O)([CH3:25])([CH3:24])[CH3:23]>>[CH3:5][C:6](/[CH:11]=[CH:12]\[CH2:13][CH:14]([CH3:21])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[CH:7][C:8]([O:10][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:9]Komponenten
4
Versuchsvorschrift
One gram of thionyl chloride is added with stirring at room temperature to 0.5 g. of trans/cis 3,7,11-trimethyldodeca-2,4-dienoic acid and the mixture heated at about 50° for 10 minutes. Excess thionyl chloride is removed by evaporation and then t-butyl alcohol (about 2 equivalents) is added and the mixture heated at about 50° for about 5 minutes. Excess t-butyl alcohol is removed by evaporation to yield trans/cis t-butyl 3,7,11-trimethyldodeca-2,4-dienoate which is purified by chromatography.