ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

4-Hydroxybiphenyl → 1-(4'-Phenyl-phenoxy)3,3-dimethylbutan-2-one

HRID 972749
ノート
印刷プレビュー

反応式

HRID 972749 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 71034-HydroxybiphenylHCID 11430Potassium CarbonateHCID 835721-Chloropinacolone

生成物 2

HCID 835721-ChloropinacoloneHCID 230504261-(4'-Phenyl-phenoxy)3,3-dimethylbutan-2-one収率 163.5%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone
溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4a28c052a6754287ad514d3944644805
出典データセット
uspto-grants-1977_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04053616

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート