Pyridine → (r)-1-Ferrocenylethyl acetate

HRID 962991Notes

Reaction equation

HRID 962991 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

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 178462227HCID 178462227, compound

Product 1

HCID 15328554(r)-1-Ferrocenylethyl acetate

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

  1. extractionhydrolysed with 1.5 l of ammonium chloride solution (20%) and extracted three times with 1.5 l each time of ethyl acetate
  2. distillationThe solvent was distilled off from the combined organic phases

Sources & evidence

ORD record
ord-6c2d14aa28c440a2b675cefd54eb7222
Source dataset
uspto-grants-1998_06
Patent number
US05760264

Reaction notes

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