Reaktion #218274

Reaktionsgleichung

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

t-butyldimethlsilyl chloride

→

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

Ausbeute 83.1%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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%).

Quelle