Hydrochloric Acid → 4-(p-Iodophenyl)butyric acid

HRID 456351

Reaktionsgleichung

Reaktionsgleichung von HRID 456351
N[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1.Cl.N([O-])=O.[Na+].[I-:19].[K+]>>[I:19][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:4][CH:3]=1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 270494-(4-Aminophenyl)butanoic acidHCID 23668193Sodium Nitrite

Produkt 1

HCID 46454274-(p-Iodophenyl)butyric acid

Versuchsvorschrift

A 5 C. mixture of 4-(4-aminophenyl)butyric acid (1.0 eq) and aqueous 6N hydrochloric acid (5.44 eq) was treated with 1.05 eq of a 3N aqueous solution of sodium nitrite, adding slowly so as to keep the temperature below 5 C. A solution of 2.8N aqueous potassium iodide (1.01 eq) was added. The reaction was stirred overnight. The layers were separated. The organic phase was purified by flash chromatography using methanol/methylene chloride as eluant to give 4-(4-iodophenyl)butyric acid.

Aufarbeitung

  1. additionadding slowly so as
  2. customThe layers were separated
  3. customThe organic phase was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-93ce5c8f6efb48a49ce3a8872c679b75
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07186414B2

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