Reaktion #1483141

Reaktionsgleichung

4,4′-sulfinyldiphenol

potassium carbonate

1-bromo-2-(2-methoxyethoxy)ethane

→

title compound

4,4′-sulfinylbis((2-(2-methoxyethoxy)ethoxy)benzene)

Lösungsmittel

DMSO

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution heated to 90° C. for 18 h
2. 2
   Temperaturcooled to r.t
3. 3
   Waschenwashed with water (5×500 mL)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Einengenconcentrated in vacuo

Vorschrift

4,4′-sulfinyldiphenol (20.0 g, 85.0 mmol), potassium carbonate (26.6 g, 0.192 mol, 2.26 eq) and tetramethylethylenediamine (0.495 g, 4.25 mmol, 0.05 eq) were dissolved in DMSO (100 mL) and stirred at r.t. for 30 minutes. Then 1-bromo-2-(2-methoxyethoxy)ethane (32.67 g, 0.179 mmol, 2.1 eq) was added, the solution heated to 90° C. for 18 h and cooled to r.t. The reaction mixture was diluted with ethyl acetate (600 mL), washed with water (5×500 mL), dried (Na2SO4) and concentrated in vacuo to afford the title compound (33.40 g, 90%) as an orange oil. 1H NMR (500 MHz, (CD3)2CO) δ: 7.59 (d, J=8.5 Hz, 4H), 7.07 (d, J=8.5 Hz, 4H), 4.17 (t, J=4.5 Hz, 4H), 3.80 (t, J=5 Hz, 4H), 3.63 (t, J=4.5 Hz, 4H), 3.48 (t, J=4.5 Hz, 4H), 3.28 (s, 6H).

Quelle