反応 #1005928

反応方程式

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

t-butyldimethlsilyl chloride

→

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

収率 83.1%

溶媒

DMF

反応条件

後処理

1. 1
   抽出The mixture was then extracted with ether (3×25 ml)
2. 2
   洗浄The ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml)
3. 3
   その他The solvent evaporated

実験手順

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%).

出典