Potassium Carbonate → (2-Acetyl-3-hydroxy-phenoxy)-acetic acid tert-butyl ester

HRID 29478

Reaktionsgleichung

Reaktionsgleichung von HRID 29478
[CH3:1][C:2]([C:4]1[C:5]([OH:11])=[CH:6][CH:7]=[CH:8][C:9]=1[OH:10])=[O:3].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21]>CC(C)=O>[C:23]([O:22][C:20](=[O:21])[CH2:19][O:11][C:5]1[CH:6]=[CH:7][CH:8]=[C:9]([OH:10])[C:4]=1[C:2](=[O:3])[CH3:1])([CH3:26])([CH3:25])[CH3:24]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 696872',6'-DihydroxyacetophenoneHCID 79177tert-Butyl bromoacetate

Produkt 1

HCID 68714827(2-Acetyl-3-hydroxy-phenoxy)-acetic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of 2,6-dihydroxyacetophenone (35.37 g, 0.23 moles), potassium carbonate (51.4 g, 0.37 moles), and t-butyl bromoacetate (28.4 mL, 0.23 moles) in 440 mL of acetone was heated at reflux for 1.5 hours. It was then cooled to room temperature and filtered. The filter cake was washed with acetone and the combined mother liquors were concentrated in vacuo. (2-Acetyl-3-hydroxy-phenoxy)-acetic acid tert-butyl ester was isolated as thick yellow oil, which was used directly used for the next step.

Aufarbeitung

  1. temperatureat reflux for 1.5 hours
  2. filtrationfiltered
  3. washThe filter cake was washed with acetone
  4. concentrationthe combined mother liquors were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-110f91f4fca842a19f7388dc5a948ecb
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07420001B2

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