تفاعل #1483141

معادلة التفاعل

4,4′-sulfinyldiphenol

potassium carbonate

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

→

title compound

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

المذيبات

DMSO

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe solution heated to 90° C. for 18 h
2. 2
   درجة الحرارةcooled to r.t
3. 3
   غسيلwashed with water (5×500 mL)
4. 4
   تجفيفdried (Na2SO4)
5. 5
   تركيزconcentrated in vacuo

الإجراء التجريبي

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).

المصدر