Potassium Carbonate → HCID 54137440, Verbindung

HRID 1648049Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1648049
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:12])[O:7]2.Br[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH2:21]([O:20][C:18](=[O:19])[CH2:17][CH2:16][CH2:15][CH2:14][O:1][C:2]1[C:3]2[CH:4]=[CH:5][C:6](=[O:12])[O:7][C:8]=2[CH:9]=[CH:10][CH:11]=1)[CH3:22]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 84580Ethyl 5-bromovalerateHCID 53181792H-1-Benzopyran-2-one, 5-hydroxy-

Produkt 1

HCID 54137440HCID 54137440, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

A mixture of 2.25 g (18.6 mmol) of 5-hydroxycoumarin, 4.2 g (20 mmol) of ethyl 5-bromovalerate, 7.0 g (50 mmol) of anhydrous, granular potassium carbonate, and 10 mL of dimethyl sulfoxide was stirred at room temperature for 24 hr. The resulting slurry was filtered with suction and the solids washed well with ethyl acetate. The filtrate and washes were combined and poured into water and the mixture was worked-up with ethyl acetate in the usual manner. The semi-solid residue was triturated and washed with hexane giving 2.36 g (44%) of 5-[(2-oxo-2H-1-benzopyran-5-yl)oxy]pentanoic acid ethyl ester as a tan solid.

Aufarbeitung

  1. filtrationThe resulting slurry was filtered with suction
  2. washthe solids washed well with ethyl acetate
  3. additionpoured into water
  4. customThe semi-solid residue was triturated
  5. washwashed with hexane giving 2.36 g (44%) of 5-[(2-oxo-2H-1-benzopyran-5-yl)oxy]pentanoic acid ethyl ester as a tan solid

Quellen und Nachweise

ORD-Eintrag
ord-5398fe03126d4a11b4970729a5d64ac3
Quelldatensatz
uspto-grants-1995_07
Patentnummer
US05434186

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