Reaktion #1929035

Reaktionsgleichung

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

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

water

→

title compound

Ausbeute 99.0%

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

Ausbeute 99.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe dichloromethane layer was separated
2. 2
   Waschenthe aqueous phase washed with dichloromethane (3×300 mL)
3. 3
   WaschenThe combined organic layers were washed with water (4×500 mL)
4. 4
   Einengenconcentrated in vacuo and residual water
5. 5
   Sonstigeremoved via azeotrope with acetonitrile (2×350 mL)

Vorschrift

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).

Quelle