3-Hydroxybenzaldehyde → Methyl 2-(3-formylphenoxy)acetate

HRID 1250099Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1250099
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH:11]=[O:12].Br[CH2:17][C:18]([O:20][CH3:21])=[O:19].O>CC(C)=O>[CH3:21][O:20][C:18](=[O:19])[CH2:17][O:7][C:8]1[CH:15]=[CH:14][CH:13]=[C:10]([CH:11]=[O:12])[CH:9]=1

Komponenten

6

Edukt 4

HCID 1013-HydroxybenzaldehydeHCID 962WaterHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetate

Produkt 1

HCID 1494380Methyl 2-(3-formylphenoxy)acetateAusbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Powdered potassium carbonate (5 g) was added to a solution of 3-hydroxybenzaldehyde (3.1 g, 25 mmol) and methyl bromoacetate (4.6 g, 30 mmol) dissolved in acetone (40 mL), and the mixture was stirred under reflux for 4 hours. The reaction mixture was then poured into excess water, extracted with dichloromethane, and evaporated. The resultant yellow oil was distilled on the Kugelrohr (1 mmHg, 150° C.) to give (3-formylphenoxy)acetic acid methyl ester as a colorless oil (4.53 g, 93%).

Aufarbeitung

  1. temperatureunder reflux for 4 hours
  2. extractionextracted with dichloromethane
  3. customevaporated
  4. distillationThe resultant yellow oil was distilled on the Kugelrohr (1 mmHg, 150° C.)

Quellen und Nachweise

ORD-Eintrag
ord-f1fe89ebf0964bbdbfc4ce6b7896ac67
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06335459B1

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