Réaction #1005928

Équation de réaction

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

t-butyldimethlsilyl chloride

→

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

Rendement 83.1%

Solvants

DMF

Conditions de réaction

Traitement

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

Mode opératoire

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%).

Source