Benzenepropanoic acid → 3-(4-Iodophenyl)propanoic acid

HRID 460493

Reaktionsgleichung

Reaktionsgleichung von HRID 460493
[C:1]([OH:11])(=[O:10])[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[I:12](O)(=O)(=O)=O.S(=O)(=O)(O)O.II>O.C(O)(=O)C>[I:12][C:7]1[CH:6]=[CH:5][C:4]([CH2:3][CH2:2][C:1]([OH:11])=[O:10])=[CH:9][CH:8]=1

Komponenten

7

Edukt 4

HCID 107Benzenepropanoic acidHCID 807IodineHCID 1118Sulfuric AcidHCID 65185Metaperiodic acid

Produkt 1

HCID 2332383-(4-Iodophenyl)propanoic acidAusbeute 460,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
105 °C

Versuchsvorschrift

Hydrocinnamic acid is iodinated to form 4-iodohydrocinnamic acid. The process is performed by mixing 201.2 g hydrocinnamic acid, 1 L acetic acid, 152 mL water, 52.8 g periodic acid, 76 mL sulfuric acid, and 144 g iodine. The mixture is heated at 105° C. for 6.5 hours. Next, 200 mL water is added, and the mixture is cooled to room temperature overnight. The solid product in the resultant mixture is filtered and washed with water, yielding 350 g unpurified 4-iodohydrocinnamic acid. Further purification is not necessary and is not conducted, and the product is used as is in the second step.

Aufarbeitung

  1. temperaturethe mixture is cooled to room temperature overnight
  2. filtrationThe solid product in the resultant mixture is filtered
  3. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-c4543b6f2743498eaf89c9a303be194c
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196214B2

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