反应 #69521

反应方程式

triethylamine

methanesulfonyl chloride

(4-bromo-3,5-dimethoxyphenyl)methanol

dichloromethane

→

title compound

2-Bromo-5-(chloromethyl)-1,3-dimethoxybenzene

溶剂

ethyl acetate

water

n-heptane ethyl acetate

反应条件

后处理

1. 1
   温度while cooling on ice
2. 2
   workup.STIRRINGAfter thoroughly shaking the mixture
3. 3
   其他the organic layer was separated
4. 4
   洗涤the organic layer was washed with brine
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   过滤The mixture was filtered
7. 7
   workup.DISTILLATIONthe solvent in the filtrate was distilled off under reduced pressure
8. 8
   其他The residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate

实验过程

To a mixture of (4-bromo-3,5-dimethoxyphenyl)methanol (10.0 g, 40.6 mmol) and dichloromethane (100 mL) were added triethylamine (12.4 mL, 89.3 mmol) and methanesulfonyl chloride (3.46 mL, 44.7 mmol) in this order while cooling on ice, and the mixture was stirred at room temperature for 14 hours. To the mixture was added water, and then ethyl acetate was added. After thoroughly shaking the mixture, the organic layer was separated, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The mixture was filtered, and then the solvent in the filtrate was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate: n-heptane/ethyl acetate=4/1) to obtain the title compound (2.47 g, 9.30 mmol).

来源