Reacción #1005928

Ecuación de reacción

2-hydroxy-3-bromo- -4-methoxybenzaldehyde

t-butyldimethlsilyl chloride

→

2-(t-butyldimethylsilyl)-3-bromo-4-methoxy benzaldehyde

Rendimiento 83.1%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe mixture was then extracted with ether (3×25 ml)
2. 2
   LavadoThe ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml)
3. 3
   OtroThe solvent evaporated

Procedimiento

Diiospropylethylamine (3.0 ml) was added to a stirred solution (under argon) of 2-hydroxy-3-bromo- -4-methoxybenzaldehyde (1.96, 8.5 mmole) in DMF (15 ml) followed by t-butyldimethlsilyl chloride (TBSCl, 1.91 g, 12.8 mmole). The reaction mixture was stirred at room temperature for 30 min and Ice (20 g) was added to the mixture. The mixture was then extracted with ether (3×25 ml). The ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml). The solvent evaporated to yield 2-(t-butyldimethylsilyl)-3-bromo-4-methoxy benzaldehyde as an oil (2.54 g, 7.06 mmole, 83.1%).

Fuente