Reaktion #1318

Reaktionsgleichung

4-iodobenzoic acid

ethanol

thionyl chloride

→

title compound

Ethyl-4-iodobenzoate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was then heated
2. 2
   Temperaturat reflux for 3 hours
3. 3
   SonstigeSolvent was removed in vacuo
4. 4
   workup.DISSOLUTIONthe residue was dissolved in 100 ml ether
5. 5
   WaschenThe ether solution was washed with saturated NaHCO3 and saturated NaCl solutions
6. 6
   Trocknendried (MgSO4)
7. 7
   SonstigeSolvent was then removed in vacuo
8. 8
   workup.DISTILLATIONthe residue kugelrohr distilled (100 degrees C.; 0.55 mm)

Vorschrift

To a suspension of 10 g (40.32 mmol) of 4-iodobenzoic acid in 100 ml absolute ethanol was added 2 ml thionyl chloride and the mixture was then heated at reflux for 3 hours. Solvent was removed in vacuo and the residue was dissolved in 100 ml ether. The ether solution was washed with saturated NaHCO3 and saturated NaCl solutions and dried (MgSO4). Solvent was then removed in vacuo and the residue kugelrohr distilled (100 degrees C.; 0.55 mm) to give the title compound as a colorless oil, PMR (CDCl3): δ1.42 (3H, t, J~7 Hz), 4.4 (2H, q, J~7 Hz), 7.8 (4H).

Quelle