3-chloro-N-(2-fluorophenyl)propanamide → 8-Fluoro-1,2,3,4-tetrahydroquinolin-2-one

HRID 921967ノート

反応式

HRID 921967 の反応式
Cl[CH2:2][CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[F:13])=[O:5].[Cl-].[Cl-].[Cl-].[Al+3]>>[F:13][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[NH:6][C:4](=[O:5])[CH2:3][CH2:2]2

参加物

3

反応物 2

HCID 42560293-chloro-N-(2-fluorophenyl)propanamideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 151448738-Fluoro-1,2,3,4-tetrahydroquinolin-2-one

反応条件

温度
140 °C

実験手順

A mixture of 3-chloro-N-(2-fluorophenyl)propanamide (1-1, 17.2 g, 85.30 mmol) and aluminium trichloride (56.9 g, 427.0 mmol) was heated at 140° C. for 4 h under inert atmosphere. After cooling the reaction mixture down to 0° C., ice cold water (350 mL) was added slowly. The resulting precipitate was collected by filtration and washed with water and hexane. The crude compound was purified by flash chromatography on silica gel to obtain the title compound as a white solid. This intermediate was used directly in the next step without characterization.

後処理

  1. additionwas added slowly
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water and hexane
  4. customThe crude compound was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-7d162daf2fe243e19f4af78062c54e49
出典データセット
uspto-grants-2016_03
特許番号
US09278093B2

反応ノート

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