Pyridinium chloride → (4-Bromo-2-hydroxyphenyl)(4-fluorophenyl)methanone

HRID 2116636

反応式

HRID 2116636 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[O:9])=[C:4]([O:17]C)[CH:3]=1.Cl.N1C=CC=CC=1>CCOCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[O:9])=[C:4]([OH:17])[CH:3]=1

参加物

4

反応物 2

HCID 10176127Pyridinium chlorideHCID 59814869HCID 59814869、化合物

生成物 1

HCID 59814864(4-Bromo-2-hydroxyphenyl)(4-fluorophenyl)methanone

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
170 °C

実験手順

A mixture of (4-bromo-2-methoxyphenyl)(4-fluorophenyl)methanone (1.60 g, 5.18 mmol) and pyridine hydrochloride (15.0 g, 130 mmol) was heated at 170° C. for 4.5 h and allowed to cool to rt. The resulting mixture was diluted with Et2O and washed with a 2N HCl solution. The ether layer was extracted twice with a 1N NaOH solution. The combined aqueous layers were acidified and extracted with Et2O, and the combined organics dried (MgSO4), filtered and concentrated. The title compound was obtained as a yellow solid, slightly contaminated with an impurity. It was used as such in the following step.

後処理

  1. temperatureto cool to rt
  2. washwashed with a 2N HCl solution
  3. extractionThe ether layer was extracted twice with a 1N NaOH solution
  4. extractionextracted with Et2O
  5. dry with materialthe combined organics dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-861ff9e4101d4f1bb3dbfa67fc26ed69
出典データセット
uspto-grants-2008_10
特許番号
US07439260B2

関連ノート

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