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对羟基联苯 → 1-(4'-Phenyl-phenoxy)3,3-dimethylbutan-2-one

HRID 972749
笔记
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反应方程式

HRID 972749 反应方程式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:20][C:21]([C:24]([CH2:26][Cl:27])=[O:25])([CH3:23])[CH3:22]>C(C(C)=O)C>[CH3:20][C:21]([C:24]([CH2:26][Cl:27])=[O:25])([CH3:23])[CH3:22].[C:8]1([C:5]2[CH:4]=[CH:3][C:2]([O:1][CH2:26][C:24](=[O:25])[C:21]([CH3:23])([CH3:22])[CH3:20])=[CH:7][CH:6]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

6

反应物 3

HCID 7103对羟基联苯HCID 11430碳酸钾HCID 83572一氯频呐酮

产物 2

HCID 83572一氯频呐酮HCID 230504261-(4'-Phenyl-phenoxy)3,3-dimethylbutan-2-one收率 163.5%

试剂、催化剂与溶剂 1

HCID 6569Methyl Ethyl Ketone溶剂

反应条件

温度
80 °C

实验过程

510 g (3 moles) of 4-hydroxybiphenyl were dissolved in 3 l of methyl ethyl ketone. 390 g of ground potassium carbonate were added and the mixture was heated to 80° C. 405 g (3 moles) of α-chloropinacoline were added dropwise over the course of 2 hours and the mixture was then stirred for a further 15 hours at 80° C. After cooling, it was filtered and the filter residue was rinsed with methyl ethyl ketone. The resulting filtrate was concentrated to dryness in vacuo by distilling off the solvent. The residue was taken up in methylene chloride and the solution was washed with 10% strength sodium hydroxide solution and twice with water, dried over sodium sulfate and concentrated in vacuo by distilling off the solvent. The residue was distilled, using a condenser cooled with hot water (50° C.), to avoid crystallization. After a small amount of first runnings of chloropinacoline at 40° C./0.4 mm Hg, 658 g (82% of theory) of 1-(4'-phenyl-phenoxy)3,3-dimethylbutan-2-one were obtained at 170° to 180° C./0.4 mm Hg.

后处理

  1. temperatureAfter cooling
  2. filtrationit was filtered
  3. washthe filter residue was rinsed with methyl ethyl ketone
  4. concentrationThe resulting filtrate was concentrated to dryness in vacuo
  5. distillationby distilling off the solvent
  6. washthe solution was washed with 10% strength sodium hydroxide solution and twice with water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated in vacuo
  9. distillationby distilling off the solvent
  10. distillationThe residue was distilled
  11. temperaturecooled with hot water (50° C.)
  12. customcrystallization

来源与证据

ORD记录
ord-4a28c052a6754287ad514d3944644805
来源数据集
uspto-grants-1977_10
DOI
10.6084/m9.figshare.5104873.v1
专利号
US04053616

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记