반응 #11294

반응 방정식

ether

methoxyethoxymethyl chloride

4-iodophenol

sodium hydride

→

4-Methoxyethoxymethoxy-iodobenzene

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   온도warmed to room temperature
2. 2
   workup.STIRRINGstirred for 24 hours
3. 3
   기타The solvent was removed under reduced pressure
4. 4
   세척washed with 5% sodium hydroxide (4×200 ml), water (4×200 ml), saturated sodium chloride (1×200 ml)
5. 5
   건조dried over sodium sulfate
6. 6
   기타Evaporation of the solvent under reduced pressure
7. 7
   기타gave an oily product in 14.1 g

실험 절차

A solution of 4-iodophenol (10 g, 45.45 mmol) in 200 ml of anhydrous tetrahydrofuran was treated at 0° C. with sodium hydride (2.36 g, 60% dispersion, 59.09 mmol) for 5 minutes. To the resulting mixture, methoxyethoxymethyl chloride (8.3 ml, 72.73 mmol) was slowly added over a 5-minute period. The mixture was stirred at 0° C. under nitrogen for 30 minutes, warmed to room temperature, and stirred for 24 hours. The solvent was removed under reduced pressure. The residue was taken into 500 ml of ether, washed with 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.

출처