Potassium Hydroxide → 5-(((4-Methoxybenzyl)-oxy)methyl)furo[2,3-b]pyridine-2-carboxylic acid

HRID 931387Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 931387
[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([CH2:7][O:8][CH2:9][C:10]2[CH:11]=[C:12]3[CH:18]=[C:17]([C:19](N(C)C)=[O:20])[O:16][C:13]3=[N:14][CH:15]=2)=[CH:5][CH:4]=1.[OH-:26].[K+]>CO.O>[CH3:1][O:2][C:3]1[CH:25]=[CH:24][C:6]([CH2:7][O:8][CH2:9][C:10]2[CH:11]=[C:12]3[CH:18]=[C:17]([C:19]([OH:26])=[O:20])[O:16][C:13]3=[N:14][CH:15]=2)=[CH:5][CH:4]=1

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 900505425-(((4-Methoxybenzyl)-oxy)-methyl)-N,N-dimethylfuro[2,3-b]pyridine-2-carboxamide

Produkt 1

HCID 900505445-(((4-Methoxybenzyl)-oxy)methyl)furo[2,3-b]pyridine-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

In a sealed tube, a mixture of a solution of 5-(((4-methoxybenzyl)-oxy)-methyl)-N,N-dimethylfuro[2,3-b]pyridine-2-carboxamide (2.4 g, 7.1 mmol) in methanol (28 mL) and a solution of potassium hydroxide (0.79 g, 14 mmol) in water (7 mL) was heated at reflux for 1 h. After cooling to ambient temperature, the reaction mixture was partitioned between saturated aqueous citric acid solution and ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated to give the title compound. MS: m/z=314.2 (M+1).

Aufarbeitung

  1. temperatureat reflux for 1 h
  2. customthe reaction mixture was partitioned between saturated aqueous citric acid solution and ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fc5c552267f14a2384864584ef4e423a
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296750B2

Notizen zur Reaktion

Wird geladen…