Reacción #70288

Ecuación de reacción

1-bromo-3-cyclopropoxybenzene

4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane)

DCM

DMSO

→

expected product

Rendimiento 37.2%

3-Cyclopropoxyphenylboronic acid

Rendimiento 37.2%

Disolventes

Ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónfiltered through celite
2. 2
   LavadoThe organic phase was washed with water
3. 3
   Otroevaporated
4. 4
   OtroThe crude mixture was purified by reverse phase

Procedimiento

A mixture of 1-bromo-3-cyclopropoxybenzene (1.36 mmol, 0.289 g), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (2.11 mmol, 0.321 mmol), PdCl2dppf.DCM (0.14 mmol, 0.112 g), KAcO (6.11 mmol, 0.600 g) in a DMSO (3 ml) was heated at 130° C. for 45 minutes, under argon atmosphere in a microwave oven. Ethyl acetate was added and filtered through celite. The organic phase was washed with water and evaporated. The crude mixture was purified by reverse phase using a water/AcN/MeOH system gradient affording 0.090 g (yield 23%) of the expected product.

Fuente