Sodium Hydroxide → HCID 53773737, Verbindung

HRID 35930

Reaktionsgleichung

Reaktionsgleichung von HRID 35930
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[O:10][CH2:11][CH:12]([CH2:14][O:15]S(C)(=O)=O)[N:13]=1.[Cl:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][C:30](O)=[CH:29][CH:28]=2)=[CH:23][CH:22]=1.[OH-].[Na+].[Cl-].[NH4+]>CN(C)C=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9]1[O:10][CH2:11][CH:12]([CH2:14][O:15][C:30]2[CH:29]=[CH:28][C:27]([C:24]3[CH:23]=[CH:22][C:21]([Cl:20])=[CH:26][CH:25]=3)=[CH:32][CH:31]=2)[N:13]=1

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 915894'-Chloro-4-biphenylolHCID 194240782-(2,6-Difluorophenyl)-4-methanesulfonyloxymethyl-2-oxazoline

Produkt 1

HCID 53773737HCID 53773737, VerbindungAusbeute 18,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 200 mg (0.687 mmol.) of 2-(2,6-difluorophenyl)-4-methanesulfonyloxymethyl-2-oxazoline, 232 mg (1.00 mmol.) of 4-(4-chlorophenyl)phenol, 24 mg (1.0 mmol.) of sodium hydroxide and 3 ml of N,N-dimethylformamide was stirred at room temperature for 24 hours. After the reaction was completed, the reaction mixture was poured into 50 ml of a 10% aqueous solution of ammonium chloride and extracted twice with ethyl acetate. The residue was dried over magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 50 mg of 2-(2,6-difluorophenyl)-4-{[4-(4-chlorophenyl) phenoxy]methyl}-2-oxazoline as a white solid (m.g. 99.5° C.).

Aufarbeitung

  1. extractionextracted twice with ethyl acetate
  2. dry with materialThe residue was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-20d10e61da7843ba9fa3853e27ff73ce
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05411979

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