4-Chlorobutyryl chloride → 4-Chloro-1-[4-fluoro-2-(methylsulfanyl)phenyl]-1-butanone

HRID 1764896ノート

反応式

HRID 1764896 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8][CH3:9])[CH:3]=1.[Cl:10][CH2:11][CH2:12][CH2:13][C:14](Cl)=[O:15].[Al+3].[Cl-].[Cl-].[Cl-]>C(Cl)Cl>[Cl:10][CH2:11][CH2:12][CH2:13][C:14]([C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=1[S:8][CH3:9])=[O:15]

参加物

5

反応物 3

HCID 783704-Chlorobutyryl chlorideHCID 27591643-FluorothioanisoleHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 227354674-Chloro-1-[4-fluoro-2-(methylsulfanyl)phenyl]-1-butanone収率 81%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

To a solution of 1-fluoro-3-(methylsulfanyl)benzene (1.98 g, 14.0 mmol) and 4-chlorobutyryl chloride in CH2Cl2 (15 mL) was added AlCl3 (2.06 g, 15.4 mmol) at 20° C. under N2. The reaction mixture was stirred for 15 h at 20° C. for 12 h then quenched by addition of H2O and extracted with Et2O. The combine organic solution was washed with H2O and brine, dried over MgSO4, filtered and concentrated in vacuo. The resulting white solid was recrystallized to give 4-chloro-1-[4-fluoro-2-(methylsulfanyl)phenyl]-1-butanone (2.80 g, 81%) as a white needle shape crystal.

後処理

  1. customthen quenched by addition of H2O
  2. extractionextracted with Et2O
  3. washThe combine organic solution was washed with H2O and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe resulting white solid was recrystallized

出典と根拠

ORDレコード
ord-86b15dbadcab4411a8342153b93059ce
出典データセット
uspto-grants-2007_06
特許番号
USRE039679E1

反応ノート

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