反応 #76287

反応方程式

phosphorus tribromide

alcohol

4-Bromo-2-(3,5-dimethoxyphenoxy)benzyl Alcohol

→

bromide

4-Bromo-2-(3,5-dimethoxyphenoxy)benzyl Bromide

溶媒

methylene chloride

反応条件

後処理

1. 1
   workup.STIRRINGthe resulting solution was further stirred at room temperature for 30 minutes
2. 2
   抽出The obtained solution was extracted with ethyl acetate
3. 3
   洗浄the extract was washed with water
4. 4
   抽出The resulting extract
5. 5
   乾燥was dried with anhydrous magnesium sulfate
6. 6
   濃縮concentrated
7. 7
   その他The residue was purified by silica gel column chromatography (developing solvent; ethyl acetate:hexane=1:5)

実験手順

In an argon atmosphere, 4.7 mL (F.W. 270.70, d=2.850, 49.5 mmol) of phosphorus tribromide was added to a solution of 46 g (F.W. 339.19, 135 mmol) of alcohol (23) in 100 mL of methylene chloride at 0° C. and stirred at room temperature for 30 minutes. To the reaction mixture was added ice water and the resulting solution was further stirred at room temperature for 30 minutes. The obtained solution was extracted with ethyl acetate and the extract was washed with water and then with a saturated sodium chloride aqueous solution. The resulting extract was dried with anhydrous magnesium sulfate and then, concentrated. The residue was purified by silica gel column chromatography (developing solvent; ethyl acetate:hexane=1:5) to obtain 44.6 g (84%) of a bromide (24). (TLC; ethyl acetate:hexane=1:4).

出典