Phosphorus tribromide → 1-(3-Bromopropyl)-4-methoxybenzene

HRID 363444

반응식

HRID 363444 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11]O)=[CH:5][CH:4]=1.P(Br)(Br)[Br:14]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][Br:14])=[CH:5][CH:4]=1

참가 물질

3

반응물 2

HCID 24614Phosphorus tribromideHCID 794063-(4-Methoxyphenyl)-1-propanol

생성물 1

HCID 127769961-(3-Bromopropyl)-4-methoxybenzene수율 61.1%

실험 절차

To a solution of 3-(p-methoxyphenyl)-1-propanol (16.6 g; 0.1 mol) in 250 mL of tolune, 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.

후처리

  1. additioncompletion of the addition the reaction
  2. temperaturerefluxed for an additional hour
  3. temperatureThe reaction was cooled
  4. additionpoured onto ice
  5. customthe layers were separated
  6. washthe organic phase washed with saturated sodium bicarbonate (3×) and brine (3×)
  7. customThe crude material obtained
  8. customupon drying
  9. customevaporation of the solvent
  10. customwas chromatographed
  11. washeluting with 10%, EtOAc/hexane

출처 및 근거

ORD 기록
ord-27845d3556614a0a81e759015d137572
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05874449

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