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

HRID 920347노트

반응식

HRID 920347 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 8895Cupric acetate촉매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-740991e7e26a404a925ae4e8d108efa7
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273054B2

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