Sodium Hydroxide → 2-Cyclopentyl-2-(4-(2-quinolylmethoxy)phenyl)acetic acid

HRID 1721682Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1721682
C[O:2][C:3](=[O:28])[CH:4]([CH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)=[CH:7][CH:6]=1.[OH-].[Na+]>CO>[CH:23]1([CH:4]([C:5]2[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]3[CH:22]=[CH:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=3)=[CH:7][CH:6]=2)[C:3]([OH:28])=[O:2])[CH2:24][CH2:25][CH2:26][CH2:27]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 146748352-Cyclopentyl-2-(4-(2-quinolylmethoxy)phenyl)acetic acid methyl ester

Produkt 1

HCID 98969182-Cyclopentyl-2-(4-(2-quinolylmethoxy)phenyl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of the 2-cyclopentyl-2-(4-(2-quinolylmethoxy)phenyl)acetic acid methyl ester prepared in step 1 in methanol (100 ml) was added dropwise 1N sodium hydroxide (25 ml) and the resulting mixture was refluxed at 50° C. for 16 hours. The reaction mixture was then cooled to room temperature, and the methanol was removed in vacuo. The residue was acidified with 10% citric acid and the resulting solid was filtered, washed with water and dried in vacuo to provide 4.8 g of 2-cyclopentyl-2-(4-(2-quinolylmethoxy)phenyl)acetic acid.

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. customthe methanol was removed in vacuo
  3. filtrationthe resulting solid was filtered
  4. washwashed with water
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c7abd61f625642ec98ba0a2eecca64df
Quelldatensatz
uspto-grants-1996_04
Patentnummer
US05512581

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