Ethanol → 4-Cyclopentylmethoxy-1H-indole-2-carboxylic acid

HRID 2267758Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2267758
C([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[C:12]([O:15][CH2:16][CH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1)[CH:11]=[CH:10][CH:9]=2)=[O:5])C.[OH-].[K+].CCO>>[CH:17]1([CH2:16][O:15][C:12]2[CH:11]=[CH:10][CH:9]=[C:8]3[C:13]=2[CH:14]=[C:6]([C:4]([OH:5])=[O:3])[NH:7]3)[CH2:18][CH2:19][CH2:20][CH2:21]1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 668413514-Cyclopentylmethoxy-1H-indole-2-carboxylic acid ethyl ester

Produkt 1

HCID 668411204-Cyclopentylmethoxy-1H-indole-2-carboxylic acid

Versuchsvorschrift

The 4-cyclopentylmethoxy-1H-indole-2-carboxylic acid ethyl ester 87 obtained above is mixed with a 2M-solution of KOH in EtOH (33.8 ml, 67.6 mmol) and stirred for 24 hours. The solvent is then evaporated and the residue is partitioned between water and ether. The water layer is acidified with HCl and extracted twice with EtOAc. The combined organic layers are washed with brine, dried over anhydrous sodium sulfate, filtered and evaporated to give a white powder.

Aufarbeitung

  1. customThe solvent is then evaporated
  2. customthe residue is partitioned between water and ether
  3. extractionextracted twice with EtOAc
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customto give a white powder

Quellen und Nachweise

ORD-Eintrag
ord-281620a0e99b4ce099dfec8cc795a844
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858781B2

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