Water → 2-Difluoromethoxy-6-fluorobenzamide O-cyclopropylmethyl oxime

HRID 1635690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1635690
[H-].[Na+].[F:3][CH:4]([F:17])[O:5][C:6]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[C:7]=1[C:8](=[N:10][OH:11])[NH2:9].Br[CH2:19][CH:20]1[CH2:22][CH2:21]1.O>CN(C)C=O>[CH:20]1([CH2:19][O:11][N:10]=[C:8]([NH2:9])[C:7]2[C:12]([F:16])=[CH:13][CH:14]=[CH:15][C:6]=2[O:5][CH:4]([F:3])[F:17])[CH2:22][CH2:21]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 81503BromomethylcyclopropaneHCID 545406342-Difluoromethoxy-6-fluorobenzamidoxime

Produkt 1

HCID 867583662-Difluoromethoxy-6-fluorobenzamide O-cyclopropylmethyl oximeAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.4 g of 80% pure sodium hydride was added to a solution of 3.0 g of 2-difluoromethoxy-6-fluorobenzamidoxime in 30 ml of dimethylformamide (DMF) at 0 to 5° C. and the mixture was stirred at this temperature for 3 hours. 1.8 g of bromocyclopropylmethane were subsequently added at the same temperature, and stirring was subsequently continued for 2 hours at 5° C. and overnight at room temperature. The batch was stirred into 300 ml of water and extracted three times with in each case 70 ml of cyclohexane. After the cyclohexane had been evaporated, 1.9 g of the desired product were obtained.

Aufarbeitung

  1. stirringstirring
  2. waitwas subsequently continued for 2 hours at 5° C. and overnight at room temperature
  3. extractionextracted three times with in each case 70 ml of cyclohexane
  4. customAfter the cyclohexane had been evaporated

Quellen und Nachweise

ORD-Eintrag
ord-46f447fb6b28446fb8a8365cb5fb7bd9
Quelldatensatz
uspto-grants-2003_01
Patentnummer
US06509501B2

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