Lipoic acid → 5-(1,2-Dithiolan-3-YL)pentanoyl chloride
Reaktionsgleichung
S(Cl)([Cl:3])=O.[CH2:5]1[C@@H:9]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=O)[S:8][S:7][CH2:6]1>C(Cl)Cl>[S:7]1[CH2:6][CH2:5][CH:9]([CH2:10][CH2:11][CH2:12][CH2:13][C:14]([Cl:3])=[O:16])[S:8]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred solution of thionyl chloride (1.4 mL, 7.5 mmol) in CH2Cl2 (30 ml) at 0° C. was added a solution of lipoic acid (3.0 g, 5 mmol), dissolved in dichloromethane, dropwise over 1 h. The mixture was allowed to stir for additional 3 h. at the same temperature. After completion of the reaction the solvent was removed under vacuum using a dry-ice collection trap being very careful not to heat the reaction mixture since this will decompose the product. Reaction proceeds with quantitative yield.