Potassium Iodide → Dimoxystrobin

HRID 1637013Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1637013
Cl[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1/[C:9](=[N:14]\[O:15][CH3:16])/[C:10]([NH:12][CH3:13])=[O:11].[CH3:17][C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][C:19]=1[OH:25].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(OCC)(=O)C.CC(C)=O>[CH3:16][O:15]/[N:14]=[C:9](\[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:2][O:25][C:19]1[CH:20]=[C:21]([CH3:24])[CH:22]=[CH:23][C:18]=1[CH3:17])/[C:10]([NH:12][CH3:13])=[O:11]

Komponenten

7

Edukt 4

HCID 4875Potassium IodideHCID 72672,5-DimethylphenolHCID 11430Potassium CarbonateHCID 15335384(2E)-2-[2-(chloromethyl)phenyl]-2-methoxyimino-N-methylacetamide

Produkt 1

HCID 10936292DimoxystrobinAusbeute 78,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of (E)-2-(2-chloromethylphenyl)-2-methoxyimino-N-methylacetamide (500 mg), 2,5-dimethylphenol (700 mg), potassium carbonate (700 mg), potassium iodide (500 mg) and acetone (5.0 ml) was heated under reflux with stirring for 6 hours. After the mixture was cooled by allowing it to stand, ethyl acetate was added to the reaction mixture. The mixture was washed successively with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was subjected to column chromatography on silica gel (ethyl acetate:hexane=2:1) to obtain the title compound (530 mg, 78%). This compound was crystallized from diethyl ether-hexane to obtain the title compound as crystals (430 mg, 63%).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureAfter the mixture was cooled
  4. washThe mixture was washed successively with water and saturated brine
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7765c78d332b4c4b92ff6987adbdec4b
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06037495

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