反応 #1833206

ord-9f1da921f36d4e47a7d9e2469f6690fd

反応方程式

COc1ccc(C=O)c(O)c1Br
2-hydroxy-3-bromo--4-methoxybenzaldehyde
CC(C)(C)[Si](C)(C)Cl
t-butyldimethlsilyl chloride
COc1ccc(C=O)c([Si](C)(C)C(C)(C)C)c1Br
2-(t-butyldimethylsilyl)-3-bromo-4-methoxy benzaldehyde
収率 83.1%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

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

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE045720E1uspto-grants-2015_10