Potassium Carbonate → Methyl 2-methoxyimino-2-[3-chloro-2-(2-isopropoxy-6-trifluoromethylpyrimidin-4-yloxymethyl)phenyl]acetate

HRID 1584766Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1584766
[CH:1]([O:4][C:5]1[N:10]=[C:9]([OH:11])[CH:8]=[C:7]([C:12]([F:15])([F:14])[F:13])[N:6]=1)([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH3:22][O:23][N:24]=[C:25]([C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([Cl:36])[C:31]=1[CH2:37]Br)[C:26]([O:28][CH3:29])=[O:27]>CN(C)C=O>[CH3:22][O:23][N:24]=[C:25]([C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([Cl:36])[C:31]=1[CH2:37][O:11][C:9]1[CH:8]=[C:7]([C:12]([F:14])([F:15])[F:13])[N:6]=[C:5]([O:4][CH:1]([CH3:3])[CH3:2])[N:10]=1)[C:26]([O:28][CH3:29])=[O:27]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 73768265HCID 73768265, VerbindungHCID 178458952HCID 178458952, Verbindung

Produkt 1

HCID 86754387Methyl 2-methoxyimino-2-[3-chloro-2-(2-isopropoxy-6-trifluoromethylpyrimidin-4-yloxymethyl)phenyl]acetateAusbeute 61,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

3.3 g of 2-isopropoxy-4-hydroxy-6-trifluoromethylpyrimidine and 2.4 g of potassium carbonate are stirred at room temperature (about 25° C.) for 30 min in 100 ml of dimethyl formamide and the mixture is then treated dropwise in the course of 1 hour with a solution of 4.8 g of methyl 2-methoxyimino-2-[2-bromomethyl-3-chlorophenyl]acetate in 30 ml of dimethylformamide. After a further 8 hours at room temperature, the reaction mixture is added to ice water and the product is extracted using tert-butyl methyl ether. The combined ether phases are dried and concentrated. The crude product thus obtained is purified by chromatography (silica gel/toluene). 4.2 g of the title compound are obtained.

Aufarbeitung

  1. extractionthe product is extracted
  2. dry with materialThe combined ether phases are dried
  3. concentrationconcentrated
  4. customThe crude product thus obtained
  5. customis purified by chromatography (silica gel/toluene)

Quellen und Nachweise

ORD-Eintrag
ord-422a60950c844f1ca60bfa91707de3e6
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05935965

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