반응 #76287

반응 방정식

phosphorus tribromide

alcohol

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

→

bromide

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

용매

methylene chloride

반응 조건

후처리

1. 1
   workup.STIRRINGthe resulting solution was further stirred at room temperature for 30 minutes
2. 2
   추출The obtained solution was extracted with ethyl acetate
3. 3
   세척the extract was washed with water
4. 4
   추출The resulting extract
5. 5
   건조was dried with anhydrous magnesium sulfate
6. 6
   농축concentrated
7. 7
   기타The residue was purified by silica gel column chromatography (developing solvent; ethyl acetate:hexane=1:5)

실험 절차

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).

출처