Hydrogen Bromide → 4,4'-(2,2,2-Trifluoro-1-phenylethane-1,1-diyl)diphenol

HRID 2225980

反応式

HRID 2225980 の反応式
F[C:2](F)(F)[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[F:13][C:14]([F:20])([F:19])S(O)(=O)=O.[C:21]1([O:27]C)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.Br>C(O)(=O)C>[OH:27][C:21]1[CH:26]=[CH:25][C:2]([C:3]([C:24]2[CH:23]=[CH:22][C:21]([OH:27])=[CH:26][CH:25]=2)([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:14]([F:20])([F:19])[F:13])=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 260Hydrogen BromideHCID 7519AnisoleHCID 99052,2,2-TrifluoroacetophenoneHCID 62406Trifluoromethanesulfonic acid

生成物 1

HCID 190051754,4'-(2,2,2-Trifluoro-1-phenylethane-1,1-diyl)diphenol

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 100 grams (0.57 mol) of trifluoroacetophenone, 100 grams (0.7 mol) trifluoromethane sulfonic acid, and 100 grams (10.9 mol) anisole is stirred at room temperature for 24 hours. The mixture is then transferred to a separatory funnel and the organic material is washed with water (3×11), saturated bicarbonate (3×500 ml) and water (2×500 ml). The organic phase is dried and the volatiles removed in vacuo. The resulting material is crystallized from aqueous methanol. 37.2 grams (0.1 mol) of this product is refluxed with glacial acetic acid saturated with anhydrous hydrobromic acid. The mixture is cooled and poured over crushed ice and the solid collected. The crude material is recrystallized from ethanol and petroleum ether to give 1,1-bis(4-hydroxyphenyl)-l-phenyl-2,2,2-trifluoroethane.

後処理

  1. customThe mixture is then transferred to a separatory funnel
  2. washthe organic material is washed with water (3×11), saturated bicarbonate (3×500 ml) and water (2×500 ml)
  3. customThe organic phase is dried
  4. customthe volatiles removed in vacuo
  5. customThe resulting material is crystallized from aqueous methanol
  6. temperatureThe mixture is cooled
  7. additionpoured
  8. customover crushed ice
  9. customthe solid collected
  10. customThe crude material is recrystallized from ethanol and petroleum ether

出典と根拠

ORDレコード
ord-92c0a08ba387428dad302770d73f7f57
出典データセット
uspto-grants-1994_09
特許番号
US05344981

関連ノート

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