Reaktion #57525

Reaktionsgleichung

3-iodophenol

magnesium chloride

triethylamine

paraformaldehyde

ammonium chloride

→

solid

Ausbeute 160.1%

4-Iodo-2-hydroxy-benzaldehyde

Ausbeute 160.1%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was refluxed overnight
2. 2
   SonstigeThe resultant red precipitate was removed by filtration
3. 3
   Extraktionthe filtrate was extracted with ethyl acetate
4. 4
   workup.DISSOLUTIONThe precipitate was dissolved in methanol
5. 5
   workup.ADDITIONadded to the combined organic extracts, which
6. 6
   Trocknenwere then dried over magnesium sulfate
7. 7
   SonstigeThe solvent was removed under reduced pressure

Vorschrift

To a solution of 3-iodophenol (3.00 g, 13.6 mmol) in acetonitrile (50 mL) was added magnesium chloride (3.89 g, 40.9 mmol), triethylamine (7.6 mL, 55 mmol), and paraformaldehyde (1.64 g, 55 mmol). The reaction mixture was refluxed overnight, then neutralized with saturated aqueous ammonium chloride. The resultant red precipitate was removed by filtration, and the filtrate was extracted with ethyl acetate. The precipitate was dissolved in methanol and added to the combined organic extracts, which were then dried over magnesium sulfate. The solvent was removed under reduced pressure to provide an orange solid (5.4 g) as the crude product. This material was used in the subsequent step without further purification.

Quelle