Reacción #1929035

Ecuación de reacción

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

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

water

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title compound

Rendimiento 99.0%

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

Rendimiento 99.0%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe dichloromethane layer was separated
2. 2
   Lavadothe aqueous phase washed with dichloromethane (3×300 mL)
3. 3
   LavadoThe combined organic layers were washed with water (4×500 mL)
4. 4
   Concentraciónconcentrated in vacuo and residual water
5. 5
   Otroremoved via azeotrope with acetonitrile (2×350 mL)

Procedimiento

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).

Fuente