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Hydrogen Bromide → 2,2',4'-Trifluoro-3-hydroxybiphenyl-4-carbaldehyde

HRID 2272499
ノート
印刷プレビュー

反応式

HRID 2272499 の反応式
Br.[F:2][C:3]1[C:8]([O:9]C)=[C:7]([CH:11]=[O:12])[CH:6]=[CH:5][C:4]=1[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[F:20]>C(O)(=O)C>[F:2][C:3]1[C:8]([OH:9])=[C:7]([CH:11]=[O:12])[CH:6]=[CH:5][C:4]=1[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[F:20]
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 1179920892,2',4'-Trifluoro-3-methoxybiphenyl-4-carbaldehyde

生成物 1

HCID 1179921562,2',4'-Trifluoro-3-hydroxybiphenyl-4-carbaldehyde収率 94.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

48% hydrobromic acid (22.0 mL) was added at room temperature to an acetic acid (120 mL) solution of 2,2′,4′-trifluoro-3-methoxybiphenyl-4-carbaldehyde (5.14 g), and the mixture was stirred at 120 C for 16 hours in a nitrogen atmosphere. Then, the solvent was distilled off under reduced pressure. The obtained residue was neutralized with a 1 M aqueous sodium hydroxide solution at room temperature, followed by extraction with ethyl acetate. The organic layer was separated, then washed with water and saturated saline in this order, and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The obtained residue was passed through a short silica gel column, and the solvent was distilled off under reduced pressure to obtain the title compound (4.60 g).

後処理

  1. distillationThen, the solvent was distilled off under reduced pressure
  2. customwas neutralized with a 1 M aqueous sodium hydroxide solution at room temperature
  3. extractionfollowed by extraction with ethyl acetate
  4. customThe organic layer was separated
  5. washwashed with water and saturated saline in this order
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure
  8. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-24ba71b0c5c34c7a969370783ff6c054
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09120777B2

反応ノート

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