反应 #1519099

反应方程式

ether

methoxyethoxymethyl chloride

4-iodophenol

sodium hydride

→

4-Methoxyethoxymethoxy-iodobenzene

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   温度warmed to room temperature
2. 2
   workup.STIRRINGstirred under nitrogen for 24 hours
3. 3
   其他The solvent was removed under reduced pressure
4. 4
   洗涤washed with 200 mL of 5% sodium hydroxide (4×200 mL), water (4×200 mL), saturated sodium chloride (1×200 mL)
5. 5
   干燥dried over sodium sulfate
6. 6
   其他Evaporation of the solvent under reduced pressure
7. 7
   其他gave an oily product in 14.1 g

实验过程

A solution of 4-iodophenol (10 g, 45.45 mmoles) in 200 mL of anhydrous tetrahydrofuran was treated at 0° C. with sodium hydride (2.36 g, 60% dispersion, 59.09 mmoles) for 5 minutes. To the resulting mixture was slowly added over a 5 minute period methoxyethoxymethyl chloride (8.3 mL, 72.73 mmoles). The mixture was stirred at 0° C. for 30 minutes, warmed to room temperature, and stirred under nitrogen for 24 hours. The solvent was removed under reduced pressure. The residue was taken into 500 mL of ether, washed with 200 mL of 5% sodium hydroxide (4×200 mL), water (4×200 mL), saturated sodium chloride (1×200 mL), and dried over sodium sulfate. Evaporation of the solvent under reduced pressure gave an oily product in 14.1 g. TLC (silica gel, ether): Rf 0.5.

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