反应 #1005928

ord-55c19805ac6842f581bafec835156c79

反应方程式

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
收率 83.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    萃取The mixture was then extracted with ether (3×25 ml)
  2. 2
    洗涤The ethereal solution was washed with water (25 ml) and saturated NaHCO3 solution (2×15 ml)
  3. 3
    其他The solvent evaporated

实验过程

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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045907E1uspto-grants-2016_03