Ethanol → Ethyl 5-(2,4-difluorophenyl)-3-iodo-salicylate

HRID 915612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 915612
S(Cl)(Cl)=O.[F:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[C:13]1[CH:21]=[C:17]([C:18]([OH:20])=[O:19])[C:16]([OH:22])=[C:15]([I:23])[CH:14]=1.[CH2:24](O)[CH3:25]>>[F:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[C:13]1[CH:21]=[C:17]([C:18]([O:20][CH2:24][CH3:25])=[O:19])[C:16]([OH:22])=[C:15]([I:23])[CH:14]=1

Komponenten

4

Edukt 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 43695632',4'-Difluoro-4-hydroxy-5-iodo-1,1'-biphenyl-3-carboxylic acid

Produkt 1

HCID 11407027Ethyl 5-(2,4-difluorophenyl)-3-iodo-salicylate

Versuchsvorschrift

11.5 ml of ethyl alcohol and 2.9 ml of thionyl chloride (SOCl2) were placed in a flask under an inert atmosphere. It was stirred for 15 min and 1.67 g (4.56 mmol) of 5-(2,4-difluorophenyl)-3-iodo-salicylic acid was added. It was stirred continuously at room temperature until no evolution was observed by HPLC. The solvent was evaporated at low pressure and extracted with ethyl acetate. A crude of 97% purity was obtained and then purified by chromatography on silica gel.

Aufarbeitung

  1. stirringIt was stirred continuously at room temperature until no evolution
  2. customThe solvent was evaporated at low pressure
  3. extractionextracted with ethyl acetate
  4. customA crude of 97% purity was obtained
  5. custompurified by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-303ab3211a89482cadb9e1030a89b872
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07265245B2

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