Reaktion #1583874

Reaktionsgleichung

3,3-diphenyl-1-propanol

triethylamine

isopropanol

MsCl

→

3,3-diphenylpropyl methanesulfonate

Ausbeute 73.3%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas conducted at 25° C
2. 2
   SonstigeAfter the completion of reaction
3. 3
   Waschenthe reaction solution was washed with water thrice
4. 4
   TrocknenThe organic phase was dried over anhydrous sodium sulfate
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto remove the solvent
7. 7
   Sonstigeto produce an oily crude product
8. 8
   FiltrationThe resulting mixture was filtered by suction

Vorschrift

3,3-diphenyl-1-propanol (1000 g, 4.7 mol) was dissolved in 3 L dichloromethane. To the mixture was added triethylamine (712 g, 7.05 mol). After stirring at 0° C. for half an hour, to the resulting mixture was slowly added MsCl (645 g, 5.64 mol) dropwisely. The reaction was conducted at 25° C. After the completion of reaction monitored by TLC, the reaction solution was washed with water thrice. The organic phase was dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce an oily crude product. To the crude product was added isopropanol. The resulting mixture was filtered by suction to produce 3,3-diphenylpropyl methanesulfonate as a solid (1000 g) in a yield of 73% (two steps together).

Quelle