Cyclopentanone → Ethyl 2-oxocyclopentanecarboxylate

HRID 376496

Reaktionsgleichung

Reaktionsgleichung von HRID 376496
C1(=O)CCCC1.[C:7]([O:18]CC)(=O)[CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]>>[CH2:15]([O:14][C:12]([CH:11]1[CH2:10][CH2:9][CH2:8][C:7]1=[O:18])=[O:13])[CH3:16]

Komponenten

3

Edukt 2

HCID 8452CyclopentanoneHCID 8844Diethyl Adipate

Produkt 1

HCID 69136Ethyl 2-oxocyclopentanecarboxylate

Versuchsvorschrift

Ethyl-2-oxocyclopentane carboxylate (3.9 gm 0.025 m) was fluorinated in a similar manner to that described in Example 1. Work up gave ethyl-2-fluoro-2-oxocyclopentane carboxylate [NMR(CDCl3); 19F, δF =-164.6 ppm (t) JHF =21.0 Hz. MS (EI); M+ 174]. Yield 56%. Also recognised in the reaction mixture was cyclopentanone [M.S. (EI); 84(M+)], unreacted starting material, and diethyl adipate [M.S. (CI); 203 (M+1)+ ]. Conversion 80%.

Quellen und Nachweise

ORD-Eintrag
ord-3a8663a07dae4fbb866b360331790a25
Quelldatensatz
uspto-grants-2000_02
Patentnummer
US06020502

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