Reacción #1270965

Ecuación de reacción

5-ethynyl-2-methylpyridine

toluene sulfuric acid

→

product

1-(6-methylpyridin-3-yl)ethanone

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroprovided with magnetic anchor
2. 2
   Otroafter quenching to room temperature
3. 3
   workup.ADDITIONthe solution was basified by the addition of NaHCO3
4. 4
   Extracciónit was extracted with AcOEt (3×20 mL)
5. 5
   ConcentraciónThe organic phase was then concentrated under vacuum

Procedimiento

1.0 g 5-ethynyl-2-methylpyridine (8.5 mmol) was loaded into a flask provided with magnetic anchor and was dissolved in 10 mL of a 1:4 toluene/sulfuric acid mixture (0.29 mmol). The resulting solution was heated to 50° C. overnight, then after quenching to room temperature, the solution was basified by the addition of NaHCO3, then it was extracted with AcOEt (3×20 mL) and finally, anhydrified on anhydrous MgSO4. The organic phase was then concentrated under vacuum yielding 1.06 g product, equal to a molar yield of 91% as a yellow oil.

Fuente