Реакция #1929035

Уравнение реакции

5-phenyl-5H-dibenzo[b,d]thiophenium bromide

3-hydroxyadamantane acetoxy-1,1,2,2-tetrafluorobutane-1-sulfonate sodium

water

→

title compound

Выход 99.0%

5-phenyl-5H-dibenzo[b,d]thiophenium 3-hydroxyadamantane-acetoxy-1,1,2,2-tetrafluorobutane-1-sulfonate

Выход 99.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеThe dichloromethane layer was separated
2. 2
   Промывкаthe aqueous phase washed with dichloromethane (3×300 mL)
3. 3
   ПромывкаThe combined organic layers were washed with water (4×500 mL)
4. 4
   Концентрированиеconcentrated in vacuo and residual water
5. 5
   Другоеremoved via azeotrope with acetonitrile (2×350 mL)

Методика

5-phenyl-5H-dibenzo[b,d]thiophenium bromide (28.0 g, 82.04 mmol) and 3-hydroxyadamantane-acetoxy-1,1,2,2-tetrafluorobutane-1-sulfonate-sodium salt (35.68 g, 83.7 mmol) were dissolved in dichloromethane (500 mL) and water (500 mL) and stirred at r.t. for 16 h. The dichloromethane layer was separated and the aqueous phase washed with dichloromethane (3×300 mL). The combined organic layers were washed with water (4×500 mL), concentrated in vacuo and residual water removed via azeotrope with acetonitrile (2×350 mL) to afford the title compound (54.00 g, 99%) as a white solid. 1H NMR (500 MHz, (CD3)2CO) δ: 8.55 (d, J=8 Hz, 2H), 8.41 (d, J=8 Hz, 2H), 8.02 (dt, J=7.5, 0.5 Hz, 2H), 7.77-7.84 (m, 5H), 7.67 (t, J=7.5 Hz, 2H), 4.31 (t, J=6.5 Hz, 2H), 3.63 (s, 10H), 2.71 (tt, J=14, 6.5 Hz, 2H), 1.52-1.80 (m, 12H).

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