反应 #1091573

反应方程式

diisobutylaluminum hydride toluene

methyl 2-[(α-methyl-3-trifluoromethylbenzylidene)aminooxymethyl]-α-methoxyiminophenylacetate

dichloromethane

→

2-[(α-methyl-3-trifluoromethylbenzylidene)aminooxymethyl]-α-methoxyiminophenylacetaldehyde

收率 47.3%

溶剂

Methanol

反应条件

后处理

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 1 hour
2. 2
   其他The precipitated insoluble materials were removed
3. 3
   浓缩the remaining mixture was concentrated under reduced pressure
4. 4
   其他The residue was purified by silica gel chromatography (ethyl acetate/n-hexane)

实验过程

1M diisobutylaluminum hydride/toluene solution (11 ml, 16.5 mmol) was added dropwise to a mixture of methyl 2-[(α-methyl-3-trifluoromethylbenzylidene)aminooxymethyl]-α-methoxyiminophenylacetate (4.83 g, 11.8 mmol) and dichloromethane (47 ml) at -65° C. or lower over 4 minutes, and the mixture was stirred at -78° C. to room temperature for 3 hours. Methanol (7 ml) was added to the reaction mixture, and the mixture was stirred at room temperature for 1 hour. The precipitated insoluble materials were removed, and the remaining mixture was concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/n-hexane) to give 2-[(α-methyl-3-trifluoromethylbenzylidene)aminooxymethyl]-α-methoxyiminophenylacetaldehyde (2.11 g, 47.3%) as a colorless oil.

来源