Sodium Hydroxide → 3-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol

HRID 2404476Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2404476
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:12])[C:9](O)=O)[CH:5]=[CH:6][CH:7]=1.[F:13][C:14]1[C:19]([F:20])=[CH:18][C:17]([NH2:21])=[C:16]([NH2:22])[CH:15]=1.[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:9]2[NH:21][C:17]3[CH:18]=[C:19]([F:20])[C:14]([F:13])=[CH:15][C:16]=3[N:22]=2)[OH:12])[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 3

HCID 14798Sodium HydroxideHCID 27367551,2-Diamino-4,5-difluorobenzeneHCID 27570282-(3-Bromophenyl)-2-hydroxyacetic acid

Produkt 1

HCID 668357463-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol

Versuchsvorschrift

A mixture of (3-bromophenyl)hydroxyacetic acid (809 mg) and 4,5-difluoro-ortho-phenylenediamine (500 mg) in 5N aqueous hydrochloric solution (2 mL) is heated under reflux for 15 h and cooled back to room temperature. The mixture is basified with concentrated sodium hydroxide and extracted with ethyl acetate. The organic phase is then dried over magnesium sulfate and concentrated under reduced pressure. The residue is purified by trituration in dichloromethane to afford the pure 3-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 15 h
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase is then dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by trituration in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-71b288e9bd9948c5a4d1d003f6b47148
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08802664B2

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