Potassium Hydroxide → 1-(Ethoxycarbonyl)cyclopentane-1-carboxylic acid

HRID 345106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 345106
[C:1]1([C:11]([O:13]CC)=[O:12])([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+]>CCO>[CH2:9]([O:8][C:6]([C:1]1([C:11]([OH:13])=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5]1)=[O:7])[CH3:10]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 77830Diethyl 1,1-cyclopentanedicarboxylate

Produkt 1

HCID 543132381-(Ethoxycarbonyl)cyclopentane-1-carboxylic acidAusbeute 0,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

To a solution of diethyl 1,1-cyclopentane dicarboxylate (2.5 g, 11.68 mol) in EtOH (10 ml) was added dropwise a solution of KOH (654 mg, 11.68 mmol) in EtOH (10 ml) over 1/2 hour. The resulting mixture was stirred at room temperature for 96 hr, concentrated under vacuum, and partitioned between H2O and EtOAc. The aqueous layer was acidified with concentrated HCl and extracted with EtOAc. The EtOAc extracts were washed (brine), dried (Na2SO4), filtered, and concentrated under vacuum to give the product (1.73 g) as a clear oil.

Aufarbeitung

  1. concentrationconcentrated under vacuum
  2. custompartitioned between H2O and EtOAc
  3. extractionextracted with EtOAc
  4. washThe EtOAc extracts were washed (brine)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-733f6eee3bea450a9a3f2333a189046e
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05055450

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