Reaction #1583879

Reaction equation

2,2-diphenyl ethanol

triethylamine

MsCl

→

2,2-diphenylethyl methanesulfonate

Yield 96.8%

Solvents

dichloromethane

—

three-opening

Conditions

Workup

1. 1
   Otherwas conducted at 25° C
2. 2
   OtherAfter the completion of reaction
3. 3
   Washthe reaction solution was washed with water thrice
4. 4
   DryingThe organic phase was dried over anhydrous sodium sulfate
5. 5
   Otherevaporated
6. 6
   Otherto remove the solvent

Procedure

In a 500 mL three-opening flask, 2,2-diphenyl ethanol (17 g, 86 mmol) was dissolved in 170 mL dichloromethane. To the flask was added triethylamine (13.03 g, 129 mmol). The resulting mixture was stirred at 0° C. for half an hour. To the resulting mixture was slowly added MsCl (11.92 g, 104 mmol) 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 2,2-diphenylethyl methanesulfonate (23 g) in a yield of 96.78%.

Source