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

HRID 1600917
ノート
印刷プレビュー

反応式

HRID 1600917 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  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)

出典と根拠

ORDレコード
ord-65730d28c16e4690acb228ee744b53a2
出典データセット
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05977105

反応ノート

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