Sodium Iodide → 2-Iodo-4-(trifluoromethyl)phenol

HRID 16070

Reaktionsgleichung

Reaktionsgleichung von HRID 16070
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[Na+].[I-:13]>CN(C=O)C.Cl>[I:13][C:5]1[CH:4]=[C:3]([C:2]([F:10])([F:11])[F:1])[CH:8]=[CH:7][C:6]=1[OH:9]

Komponenten

5

Edukt 2

HCID 5238Sodium IodideHCID 678744-(Trifluoromethyl)phenol

Produkt 1

HCID 115728162-Iodo-4-(trifluoromethyl)phenolAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-(trifluoromethyl)-phenol (8 g) in anhydrous DMF (80 ml) was cooled to 0° C. NaI (9.06 g) and chloroamine-T (16.1 g) was added portionwise and stirred at room temperature overnight. Then diluted with 2M HCl and extracted with ethylacetate. The organic phase was washed with sodium thiosulfate solution, dried (MgSO4) and concentrated in vacuo. The residue was purified by chromatography (silica, eluting with isohexane:ethyl acetate) to give the sub-title compound as a yellow oil (13 g).

Aufarbeitung

  1. extractionextracted with ethylacetate
  2. washThe organic phase was washed with sodium thiosulfate solution
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by chromatography (silica, eluting with isohexane:ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-1e2552f608414f098ff5e79320e33a6d
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737135B2

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