Sodium Hydroxide → 4-(quinolin-2-ylmethoxy)benzoic Acid

HRID 1090793

Reaktionsgleichung

Reaktionsgleichung von HRID 1090793
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:21]=[CH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:13]=2)=[CH:6][CH:5]=1.[OH-].[Na+]>C(O)C>[N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:20]=[CH:21][C:12]=1[CH2:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:22])=[O:2])=[CH:5][CH:6]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 19934817Methyl 4-(2-quinolinylmethoxy)benzoate

Produkt 1

HCID 98385524-(quinolin-2-ylmethoxy)benzoic AcidAusbeute 65,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

5.00 g of methyl-4-(quinolin-2-ylmethoxy)benzoate is dissolved in 120 ml of ethanol and 90 ml of 1N sodium hydroxide and the mixture is stirred at room temperature for 4 days. The mixture is concentrated in vacuo to remove the ethanol. The residue is diluted with water, acidified to pH 6 and the resulting solid is filtered off and recrystallized from methanol to give 3.12 g 4-(quinolin-2-ylmethoxy)benzoic acid.

Aufarbeitung

  1. concentrationThe mixture is concentrated in vacuo
  2. customto remove the ethanol
  3. additionThe residue is diluted with water
  4. filtrationthe resulting solid is filtered off
  5. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-813a8b5498a34ca9a99a75095311e39c
Quelldatensatz
uspto-grants-1992_01
Patentnummer
US05082849

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