Hydroxylamine → 3,4-difluoro-N,2-dihydroxybenzamide

HRID 245526Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 245526
[NH2:1][OH:2].[F:3][C:4]1[C:5]([OH:15])=[C:6]([CH:11]=[CH:12][C:13]=1[F:14])[C:7](OC)=[O:8]>O1CCOCC1>[F:3][C:4]1[C:5]([OH:15])=[C:6]([CH:11]=[CH:12][C:13]=1[F:14])[C:7]([NH:1][OH:2])=[O:8]

Komponenten

4

Edukt 2

HCID 787HydroxylamineHCID 46311128Methyl 3,4-difluoro-2-hydroxybenzoate2×

Produkt 1

HCID 866581193,4-difluoro-N,2-dihydroxybenzamideAusbeute 101,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of hydroxylamine (50% in water) (50 ml, 816 mmol) was added to a solution of methyl 3,4-difluoro-2-hydroxybenzoate (7.75 g, 41.2 mmol) (Intermediate 526) in dioxane (200 ml) and the mixture was stirred at room temperature for 3 days. The mixture was partitioned between water and EtOAc. The aqueous layer was acidified with concentrated HCl and extracted with EtOAc twice more. The EtOAc layers were washed with brine, combined and concentrated to give 7.9 g of a solid.

Aufarbeitung

  1. customThe mixture was partitioned between water and EtOAc
  2. extractionextracted with EtOAc twice more
  3. washThe EtOAc layers were washed with brine
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2613f28fac264875a25302a439afe995
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658641B2

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