Pyridine → (r)-1-Ferrocenylethyl acetate
Reaction equation
N1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:7]([O:10][C:11](=[O:13])[CH3:12])(=O)[CH3:8].O[C@@H]([C-:17]1[CH:21]=[CH:20][CH:19]=[CH:18]1)C.[CH-]1C=CC=C1.[Fe+2:27]>>[C:11]([O:10][C@@H:7]([C-:2]1[CH:6]=[CH:5][CH:4]=[CH:3]1)[CH3:8])(=[O:13])[CH3:12].[CH-:17]1[CH:21]=[CH:20][CH:19]=[CH:18]1.[Fe+2:27]Participants
4
Procedure
500 g (6.32 mol) of pyridine and subsequently 600 g (5.88 mol) of acetic anhydride were added dropwise while stirring to the crude (R)-(1-hydroxyethyl) ferrocene from Example 1 at 25° C. under argon. The reaction mixture was allowed to stand for a further 20 hours at 25° C., then hydrolysed with 1.5 l of ammonium chloride solution (20%) and extracted three times with 1.5 l each time of ethyl acetate. The solvent was distilled off from the combined organic phases.
Workup
- extraction