Reacción #59014

Ecuación de reacción

hydrochloric acid

Trifluoromethanesulfonic anhydride

4-bromo-2-isopropylphenol

pyridine

→

4-bromo-2-isopropylphenyl methanesulfonate

Disolventes

ethyl acetate

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled
2. 2
   workup.STIRRINGThe mixture was stirred for 10 min
3. 3
   OtroThe organic layer was separated
4. 4
   Lavadowashed with water and brine
5. 5
   Secadodried over anhydrous magnesium sulfate
6. 6
   OtroThe solvent was evaporated under reduced pressure
7. 7
   Otrothe residue was purified by silica gel column chromatography (eluent: diethyl ether/n-hexane=1/10)

Procedimiento

Trifluoromethanesulfonic anhydride (0.47 mL) was added to an ice-cooled mixture of 4-bromo-2-isopropylphenol (0.5 g) and pyridine (0.28 mL) in methylene chloride (5 mL) with stirring. The mixture was stirred for 10 min, and poured into a mixture of ethyl acetate and 1 mol/L hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: diethyl ether/n-hexane=1/10) to afford 4-bromo-2-isopropylphenyl methanesulfonate (0.71 g).

Fuente