Potassium Carbonate → HCID 14330010, Verbindung

HRID 2231472Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2231472
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([OH:16])[C:8]=1[CH2:17][CH2:18][CH3:19])[CH3:2].[S:21]([O:25][CH2:26][CH2:27][O:28][CH2:29][CH2:30][O:31][CH2:32][CH2:33]OS(=O)(=O)C)(=[O:24])(=[O:23])[CH3:22].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.CN(C)C=O.C(OCC)(=O)C.C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([O:16][CH2:33][CH2:32][O:31][CH2:30][CH2:29][O:28][CH2:27][CH2:26][O:25][S:21]([CH3:22])(=[O:23])=[O:24])[C:8]=1[CH2:17][CH2:18][CH3:19])[CH3:2]

Komponenten

7

Edukt 3

HCID 11430Potassium CarbonateHCID 11077635Triethylene Glycol DimethanesulfonateHCID 13389144Ethyl (4-acetyl-3-hydroxy-2-propylphenoxy)acetate

Produkt 1

HCID 14330010HCID 14330010, VerbindungAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 21584019Toluene ethylacetateLösungsmittel

Versuchsvorschrift

A mixture of 3.3 g (0.012 mole) of (4-acetyl-3-hydroxy-2-propylphenoxy)acetic acid ethyl ester, 18.0 g (0.059) of triethyleneglycol dimesylate and 3.3 g (0.024 mole) of anhydrous potassium carbonate in 100 ml of anhydrous acetone and 45 ml of anhydrous dimethylformamide was stirred at reflux for 26 hours. The reaction mixture was concentrated in vacuo to yield an oil which was dissolved in 60% ethyl acetate-toluene and passed through a column of 60 g of silica gel. The eluent was concentrated in vacuo and purified by HPLC using 35% ethyl acetate-toluene to give 3.06 g (53% yield) of [4-acetyl-3-[2-[2-[2-[(methylsulfonyl)oxy]ethoxy]ethoxy]ethoxy]-2-propylphenoxy]acetic acid ethyl ester as an oil.

Aufarbeitung

  1. temperatureat reflux for 26 hours
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customto yield an oil which
  4. concentrationThe eluent was concentrated in vacuo
  5. custompurified by HPLC

Quellen und Nachweise

ORD-Eintrag
ord-368765cad73b448eb0cc254255500112
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04782176

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