Succinic anhydride → Digeranyl Succinate

Reaktionsgleichung

[CH3:1][C:2](=[CH:4][CH2:5][CH2:6]/[C:7](=[CH:9]/[CH2:10][OH:11])/[CH3:8])[CH3:3].[OH:12][CH2:13]/[CH:14]=[C:15](/[CH3:22])\[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20].[C:23]1(=O)[O:28][C:26](=[O:27])[CH2:25][CH2:24]1>O>[C:23]([O:12][CH2:13]/[CH:14]=[C:15](/[CH2:16][CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])\[CH3:22])(=[O:28])[CH2:24][CH2:25][C:26]([O:11][CH2:10]/[CH:9]=[C:7](/[CH2:6][CH2:5][CH:4]=[C:2]([CH3:1])[CH3:3])\[CH3:8])=[O:27]

Komponenten

Versuchsvorschrift

Synthesis (c): A mixture of geraniol and nerol (approximately 70:30 by weight) in the amount of 94.86 g (0.615 mol) and succinic anhydride in the amount of 20.51 g (0.205 mol) are combined at room temperature. The mixture is heated to 140° C. for 6 h while water is removed using an argon sparge. After cooling to room temperature, the mixture is placed in a Kugelrohr oven and concentrated at 80°-85° C. for 5.5 h. Purity of the product is determined by thin layer chromatography and the structure confirmed by 13C and 1H NMR.