Iodide Ion → Methyl 2'-fluoro-5'-iodo-4'-methoxy-3-methylbiphenyl-4-carboxylate

HRID 2093215Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2093215
[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[C:12]([CH3:20])[CH:11]=1.[I-:21]>S([O-])([O-])(=O)=O.[Ag+2].CO>[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([I:21])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[C:12]([CH3:20])[CH:11]=1

Komponenten

5

Edukt 2

HCID 30165Iodide IonHCID 57704853Methyl 2'-fluoro-4'-methoxy-3-methylbiphenyl-4-carboxylate

Produkt 1

HCID 57704857Methyl 2'-fluoro-5'-iodo-4'-methoxy-3-methylbiphenyl-4-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418844HCID 178418844, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

methyl 2′-fluoro-4′-methoxy-3-methylbiphenyl-4-carboxylate (100 mg, 0.365 mmol), methanol (3 mL), iodide (93 mg, 0.366 mmol) and silver sulfate (114 mg, 0.366 mmol) were stirred at room temperature for 1.5 hours. Reaction crude was quenched by Na2SO3 (sat., aq.). Volatiles were removed from the grayish brown mixture. The pot residue was worked up with H2O/EtOAc/Na2SO4/filtration/concentration to afford the title compound. LCMS (ESI) calc.=400.00; found=400.96 (M+1)+.

Aufarbeitung

  1. customReaction crude
  2. customwas quenched by Na2SO3 (sat., aq.)
  3. customVolatiles were removed from the grayish brown mixture
  4. concentrationThe pot residue was worked up with H2O/EtOAc/Na2SO4/filtration/concentration

Quellen und Nachweise

ORD-Eintrag
ord-a7351fc43371436a854e1fd6028cd7e8
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08440702B2

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