Potassium Carbonate → 1-(2',5',5-Trifluoro-1,1'-biphenyl-2-yl)ethanone

HRID 2181914

反応式

HRID 2181914 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1B(O)O.C(=O)([O-])[O-].[K+].[K+].Br[C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C:26](=[O:28])[CH3:27]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:19]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:20]=1[C:26](=[O:28])[CH3:27]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 2734335(2,5-Difluorophenyl)boronic acidHCID 27363041-(2-Bromo-4-fluorophenyl)ethan-1-one

生成物 1

HCID 224822741-(2',5',5-Trifluoro-1,1'-biphenyl-2-yl)ethanone収率 27.2%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide触媒HCID 167845palladium(II) acetate触媒

実験手順

The title compound was prepared from 2,5-difluorophenylboronic acid (2.0 g, 12.7 mmol), tetrabutylammonium bromide (3.71 g, 11.5 mmol), potassium carbonate (4.78 g, 34.6 mmol), 2′-bromo-4′-fluoroacetophenone (2.5 g, 11.5 mmol), and palladium acetate (259 mg, 1.15 mmol) according to the procedure and in the same manner as described in Example 105, step a. The product was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 10%-30% methyl tert-butyl ether in hexane, to afford the desired compound (784 mg, 27%) as a clear yellow oil.

後処理

  1. customThe product was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g)
  2. washeluting with a gradient of 10%-30% methyl tert-butyl ether in hexane

出典と根拠

ORDレコード
ord-2d0eb55734bf4c42a36d138b27b01c32
出典データセット
uspto-grants-2005_05
特許番号
US06894061B2

関連ノート

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