氢溴酸 → 4,4'-(2,2,2-Trifluoro-1-phenylethane-1,1-diyl)diphenol

HRID 6196

反应方程式

HRID 6196 反应方程式
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

参与物

6

反应物 4

HCID 260氢溴酸HCID 7519苯甲醚HCID 99052,2,2-三氟苯乙酮HCID 62406三氟甲磺酸

产物 1

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

试剂、催化剂与溶剂 1

HCID 176醋酸溶剂

实验过程

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)-1-phenyl-2,2,2-trifluoroethane.

后处理

  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

来源与证据

ORD记录
ord-7ba62443ec7649e18842d3f4e41dec27
来源数据集
uspto-grants-1993_09
专利号
US05247050

关联笔记

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