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Hydrogen Bromide → 3'-Nitro-[1,1'-biphenyl]-4-ol

HRID 1600917
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HRID 1600917 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[CH:10]=2)=[CH:5][CH:4]=1.Br>C(O)(=O)C>[N+:15]([C:11]1[CH:10]=[C:9]([C:6]2[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=2)[CH:14]=[CH:13][CH:12]=1)([O-:17])=[O:16]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 111389244'-Methoxy-3-nitro-1,1'-biphenyl

생성물 1

HCID 124650873'-Nitro-[1,1'-biphenyl]-4-ol수율 94.1%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Solid 4-methoxy-3'-nitrobiphenyl (1.63 g) was dissolved in acetic acid (25 ml) and then concentrated hydrobromic acid (48%, 25 ml) was added (CAUTION). The mixture was heated at reflux for 2 hours and was then cooled. The reaction mixture was partitioned between ether and water. The organic layer was dried over anhydrous magnesium sulfate, the solution filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with hexane:ether (9:1) to give the sub-title compound as a yellow oil (1.44 g).

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후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 hours
  3. temperaturewas then cooled
  4. customThe reaction mixture was partitioned between ether and water
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. filtrationthe solution filtered
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by column chromatography over silica eluting with hexane:ether (9:1)

출처 및 근거

ORD 기록
ord-65730d28c16e4690acb228ee744b53a2
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05977105

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