Réaction #1583874

Équation de réaction

3,3-diphenyl-1-propanol

triethylamine

isopropanol

MsCl

→

3,3-diphenylpropyl methanesulfonate

Rendement 73.3%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autrewas conducted at 25° C
2. 2
   AutreAfter the completion of reaction
3. 3
   Lavagethe reaction solution was washed with water thrice
4. 4
   SéchageThe organic phase was dried over anhydrous sodium sulfate
5. 5
   Autreevaporated
6. 6
   Autreto remove the solvent
7. 7
   Autreto produce an oily crude product
8. 8
   FiltrationThe resulting mixture was filtered by suction

Mode opératoire

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).

Source