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

HRID 2272499
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HRID 2272499 반응식
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]
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참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 1179920892,2',4'-Trifluoro-3-methoxybiphenyl-4-carbaldehyde

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-24ba71b0c5c34c7a969370783ff6c054
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09120777B2

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