Pyridine → 2-(4-(4-Chloro-3-fluorophenoxy)-3-fluorophenyl)ethanol

HRID 920347ノート

反応式

HRID 920347 の反応式
[F:1][C:2]1[CH:7]=[C:6]([CH2:8][CH2:9][OH:10])[CH:5]=[CH:4][C:3]=1[OH:11].[Cl:12][C:13]1[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][C:14]=1[F:22].N1C=CC=CC=1>C(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([O:11][C:3]2[CH:4]=[CH:5][C:6]([CH2:8][CH2:9][OH:10])=[CH:7][C:2]=2[F:1])=[CH:15][C:14]=1[F:22]

参加物

6

反応物 3

HCID 1049PyridineHCID 27786564-Chloro-3-fluorophenylboronic AcidHCID 451190812-Fluoro-4-(2-hydroxyethyl)phenol

生成物 1

HCID 712365732-(4-(4-Chloro-3-fluorophenoxy)-3-fluorophenyl)ethanol収率 21.9%

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-fluoro-4-(2-hydroxyethyl)phenol (22.41 mmol, 3.5 g) and (4-chloro-3-fluorophenyl)boronic acid (45 mmol, 7.82 g) in dry CH2Cl2 (150 mL) were added copper (II) acetate (4.5 mmol 0.81 g), pyridine (45 mmol, 3.55 g), and 4 A molecular sieves in turn. The mixture was stirred at room temperature under N2 for 72 hours. The reaction mixture was filtered and the filtrate was concentrated to give crude product. The crude product was purified by silica gel chromatography to provide the desired product (1.4 g, 20%).

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customto give crude product
  4. customThe crude product was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-740991e7e26a404a925ae4e8d108efa7
出典データセット
uspto-grants-2016_03
特許番号
US09273054B2

反応ノート

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