Iodine → Ethanone, 1-(4-amino-3-iodophenyl)-

HRID 1777561Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1777561
[I:1]I.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][CH:5]=1>C(O)C.S([O-])([O-])(=O)=O.[Ag+2]>[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:12])[CH3:11])=[CH:6][C:5]=1[I:1]

Komponenten

5

Edukt 2

HCID 807IodineHCID 7468p-Aminoacetophenone

Produkt 1

HCID 11032652Ethanone, 1-(4-amino-3-iodophenyl)-Ausbeute 18 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418844HCID 178418844, VerbindungKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Iodine (2.82 g; 11.10 mmol) was added to a stirred mixture of silver sulphate (3.46 g; 11.10 mmol) and 1-(4-aminophenyl)ethanone (1.50 g; 11.10 mmol) in ethanol (40 mL). The reaction mixture was then stirred at room temperature for 18 hours and filtered over celite. The volatiles were removed under reduced pressure and the residue was partitioned between ethyl acetate and a saturated aqueous solution of sodium thiosulfate. The organic layer was washed with brine, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane) to afford 0.514 g (18%) of the title compound as a pale yellow solid.

Aufarbeitung

  1. filtrationfiltered over celite
  2. customThe volatiles were removed under reduced pressure
  3. customthe residue was partitioned between ethyl acetate
  4. washThe organic layer was washed with brine
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. customThe crude residue was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane)

Quellen und Nachweise

ORD-Eintrag
ord-84d8021e9521402faf4889e27aab79b9
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266832B2

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