Hydroxyamine hydrochloride → 2-chloro-6-[(E)-C-(2-fluorophenyl)-N-hydroxycarbonimidoyl]-3-methoxyphenol

HRID 568667Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 568667
[Cl:1][C:2]1[C:3]([OH:19])=[C:4]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13])=O.Cl.[NH2:21][OH:22]>N1C=CC=CC=1>[Cl:1][C:2]1[C:3]([OH:19])=[C:4]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])/[C:5](=[N:21]\[OH:22])/[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13]

Komponenten

4

Edukt 2

HCID 443297Hydroxyamine hydrochlorideHCID 130157183-Chloro-2'-fluoro-2-hydroxy-4-methoxybenzophenone

Produkt 1

HCID 1364774092-chloro-6-[(E)-C-(2-fluorophenyl)-N-hydroxycarbonimidoyl]-3-methoxyphenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

3-chloro-2'-fluoro-2-hydroxy-4-methoxybenzophenone (24.6 g) is refluxed for 18 hours in 300 ml of pyridine containing 12.2 g of hydroxylamine hydrochloride. The reaction mixture is concentrated under reduced pressure and is distributed between ether and 5% HCl. The organic phase is dried and evaporated and the resulting crystalline product fused at 205° C. for 45 minutes. The product is cooled and recrystallized from toluene to give E-3-chloro-2'-fluoro-2-hydroxy-4-methoxybenzophenone oxime, mp 184°-186° C.

Aufarbeitung

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customThe organic phase is dried
  3. customevaporated
  4. temperatureThe product is cooled
  5. customrecrystallized from toluene

Quellen und Nachweise

ORD-Eintrag
ord-dcc11ddf0f4a4239bc643c9e0b07ca2e
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04728662

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