تفاعل #699715

معادلة التفاعل

3-(p-methoxyphenyl)-1-propanol

phosphorus tribromide

→

3-(p-methoxyphenyl)-1-propylbromide

المردود 61.1%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONcompletion of the addition
2. 2
   درجة الحرارةrefluxed for an additional hour
3. 3
   درجة الحرارةThe reaction was cooled
4. 4
   workup.ADDITIONpoured onto ice
5. 5
   أخرىthe layers were separated
6. 6
   غسيلthe organic phase washed with saturated sodium bicarbonate (3×) and brine (3×)
7. 7
   أخرىThe crude material obtained
8. 8
   أخرىupon drying
9. 9
   أخرىevaporation of the solvent
10. 10
    أخرىwas chromatographed
11. 11
    غسيلeluting with 10% EtOAc/hexane

الإجراء التجريبي

To a solution of 3-(p-methoxyphenyl)-1-propanol (16.6 g; 0.1 mol) in 250 mL of toluene, cooled to 0° C., was added dropwise 26 mL of phosphorus tribromide (0.27 mol). Following completion of the addition, the reaction was stirred at room temperature for 1 hour, then refluxed for an additional hour. The reaction was cooled and poured onto ice, the layers were separated, and the organic phase washed with saturated sodium bicarbonate (3×) and brine (3×). The crude material obtained upon drying and evaporation of the solvent was chromatographed, eluting with 10% EtOAc/hexane, to obtain 14 g (61) of 3-(p-methoxyphenyl)-1-propylbromide.

المصدر