Potassium Carbonate → 2,4-Difluoro-benzaldehyde oxime

HRID 497511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 497511
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[OH:12][NH2:13].C([O-])([O-])=O.[K+].[K+]>CCO.CO>[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[N:13][OH:12]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 737702,4-DifluorobenzaldehydeHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 533950272,4-Difluoro-benzaldehyde oximeAusbeute 94,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

(Scheme 1, Compound C) To a mixture of 2,4-difluorobenzaldehyde (0.80 g, 5.6 mmol) and hydroxyamine HCl salt (0.43 g, 6.2 mmol) in EtOH (5 mL) was added K2CO3 (0.85 g, 6.2 mmol). The resultant mixture was stirred at rt for 24 hours. The mixture was diluted with MeOH (20 mL). The precipitates were filter off and washed with MeOH. The product from filtrate was purified by recrystalization (EtOAc/Hexanes). This compound was obtained as a white solid (0.84 g, 5.3 mmol, 94% yield). 1H NMR (DMSO-d6) δ 12.98 (br. s, 1H), 8.17 (s, 1H), 7.79 (m, 1H), 7.32 (m, 1H), 7.11 (m, 1H); Analytical HPLC 1.03 min. (95%); Mass Spec.: 158.06 (MH+).

Aufarbeitung

  1. filtrationThe precipitates were filter off
  2. washwashed with MeOH
  3. customThe product from filtrate was purified by recrystalization (EtOAc/Hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-069ed5cc32b84dba804f8537909d11f8
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06949574B2

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