Reaktion #440181

Reaktionsgleichung

HCl

4,4′-dihydroxybiphenyl

acrylic acid 6-iodohexyl ester

potassium carbonate

→

Acrylic acid 6-(4′-hydroxybiphenyl-4-oxy)hexyl ester

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ether (3×200 ml)
2. 2
   WaschenThe combined organic extracts were washed with saturated NaCl solution (200 ml)
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated to dryness
6. 6
   SonstigeThe crystalline residue obtained
7. 7
   Sonstigewas purified on silica-gel column (CH2Cl2, CH2Cl2/Et2O:19/1)

Vorschrift

A solution of 4,4′-dihydroxybiphenyl (3.72 g, 20 mmol), acrylic acid 6-iodohexyl ester (4.21 g, 15 mmol) and potassium carbonate (2.07 g, 15 mmol) in DMF (50 ml) was stirred overnight at room temperature and under argon atmosphere. The reaction mixture was then poured into HCl 3N (100 ml) and extracted with ether (3×200 ml). The combined organic extracts were washed with saturated NaCl solution (200 ml), dried over magnesium sulfate, filtered and evaporated to dryness. The crystalline residue obtained was purified on silica-gel column (CH2Cl2, CH2Cl2/Et2O:19/1). This gave acrylic acid 6-(4′-hydroxybiphen-4-yloxy-)hexyl ester as white crystalline material. Yield 2.5 g.

Quelle