反応 #1929035

反応方程式

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

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

water

→

title compound

収率 99.0%

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

収率 99.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他The dichloromethane layer was separated
2. 2
   洗浄the aqueous phase washed with dichloromethane (3×300 mL)
3. 3
   洗浄The combined organic layers were washed with water (4×500 mL)
4. 4
   濃縮concentrated in vacuo and residual water
5. 5
   その他removed via azeotrope with acetonitrile (2×350 mL)

実験手順

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).

出典