Reacción #45283

Ecuación de reacción

NaH

trifluoromethanesulfonyl chloride

2,2,2-trifluoro-1-(4-fluoro-phenyl)ethanol

→

trifluoromethanesulfonic acid 2,2,2-trifluoro-1-(4-fluorophenyl)ethyl ester

Rendimiento 101.2%

Disolventes

hexane

diethyl ether

diethyl ether

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter 2 h
2. 2
   Otrothe reaction mixture was quenched
3. 3
   workup.ADDITIONby adding a solution of NaHCO3
4. 4
   Extracciónthe product was extracted with diethyl ether
5. 5
   LavadoThe extracts were washed with brine
6. 6
   Otrodried
7. 7
   Otrothe solvent was removed

Procedimiento

NaH (640 mg, 16 mmol, 60% in mineral oil) was washed twice with hexane (20 mL) and then suspended in dried diethyl ether (20 mL). A solution of 2,2,2-trifluoro-1-(4-fluoro-phenyl)ethanol (1.94 g, 10 mmol) in diethyl ether (10 mL) was added at 0° C. After stirring for 2 h at room temperature, a solution of trifluoromethanesulfonyl chloride (1.68 g, 10 mmol) in diethyl ether (10 mL) was added. After 2 h, the reaction mixture was quenched by adding a solution of NaHCO3 and the product was extracted with diethyl ether. The extracts were washed with brine and dried, and the solvent was removed to yield trifluoromethanesulfonic acid 2,2,2-trifluoro-1-(4-fluorophenyl)ethyl ester (3.3 g).

Fuente