Hydrochloric Acid → 1-(4'-Fluoro(1,1'-biphenyl)-4-yl)ethanone

HRID 2101230

反応式

HRID 2101230 の反応式
[F: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.[Al+3].[Cl-].[Cl-].[Cl-].[N+](C1C=CC=CC=1)([O-])=O.[C:27](Cl)(=[O:29])[CH3:28].Cl>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:27](=[O:29])[CH3:28])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 7416NitrobenzeneHCID 94614-FluorobiphenylHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 6081141-(4'-Fluoro(1,1'-biphenyl)-4-yl)ethanone

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

4′-Fluoro-biphenyl (0.03 mol) was added to 1 M AlCl3 in nitrobenzene (40 mL, 0.04 mol) with chilling in an ice bath. Acetyl chloride (0.06 mol) was added dropwise and the mixture stirred overnight at room temperature. The dark solution was poured into a mixture of crushed ice (150 mL), water (25 mL) and HCl (50 mL). The aqueous phase was separated and the nitrobenzene removed by steam distillation to give a dark low melting solid. The solid was recrystallised from aqueous methanol to give the title compound. δC (CDCl3, 62.9 MHz): 26.7, 115.9 (d, J 21.5), 127.1, 129.0 (d, J=7.8), 135.8, 136.0 (d, J 2.9), 144.7, 163.0 (d, J 248.0) and 197.8.

後処理

  1. temperaturewith chilling in an ice bath
  2. customThe aqueous phase was separated
  3. customthe nitrobenzene removed by steam distillation
  4. customto give a dark low melting solid
  5. customThe solid was recrystallised from aqueous methanol

出典と根拠

ORDレコード
ord-4e8acfa88412423aa97d6545f9d00741
出典データセット
uspto-grants-2009_08
特許番号
US07572825B2

関連ノート

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