Reaktion #216539

ord-6261e6ad67cc4ea18f5f2c8f819a22af

Reaktionsgleichung

CCCCCCCCCCCC(=O)Cl
Dodecanoyl chloride
Oc1c(I)cc(I)cc1I
2,4,6-triiodophenol
CCCCCCCCCCCC(=O)Oc1c(I)cc(I)cc1I
ester
Ausbeute 83.1%
CCCCCCCCCCCC(=O)Oc1c(I)cc(I)cc1I
2,4,6-Triiodophenyl dodecanoate
Ausbeute 83.1%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe mixture was heated under argon for 24 hrs
  2. 2
    TemperaturThe reaction mixture was cooled
  3. 3
    Waschenwashed with saturated aqueous sodium bicarbonate
  4. 4
    TrocknenThe organic layer was dried over magnesium sulfate
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigeevaporated to dryness under vacuum
  7. 7
    Sonstigeto give an off-white solid
  8. 8
    SonstigeThe crude product was recrystallized from methanol

Vorschrift

Dodecanoyl chloride (2.95 ml, 12.8 mmol) was added to a suspension of 2,4,6-triiodophenol (6.0 g, 12.7 mmol) in refluxing acetonitrile (50 ml) and the mixture was heated under argon for 24 hrs. The reaction mixture was cooled and washed with saturated aqueous sodium bicarbonate. The organic layer was dried over magnesium sulfate, filtered, and evaporated to dryness under vacuum to give an off-white solid. The crude product was recrystallized from methanol to give 6.9 g (83%) of the desired ester, mp 68°-69° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05468466uspto-grants-1995_11