Succinic Acid → Succinic acid, di(2-octyl) ester

Reaktionsgleichung

[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[CH3:9][CH:10](O)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].CS(O)(=O)=O>C1(C)C=CC=CC=1>[CH3:9][CH:10]([O:5][C:4](=[O:6])[CH2:3][CH2:2][C:1]([O:8][CH:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:9])=[O:7])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

Versuchsvorschrift

A mixture of succinic acid (Alfa-Aesar, 149.00 g, 1.26 mol), 2-octanol (Alfa-Aesar, 350.00 g, 2.69 mol), toluene (625 mL), and methanesulfonic acid (Alfa-Aesar, 2.00 g, 21 mmol) was heated to reflux for 6 hours. The water liberated was collected in a Dean Stark trap. The mixture was cooled, washed with saturated sodium bicarbonate (300 mL) and brine (100 mL), and dried over magnesium sulfate. The solvent was removed under vacuum to give a yellow oil that was used without further purification (426.39 g).