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

HRID 921967노트

반응식

HRID 921967 반응식
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

참가 물질

3

반응물 2

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

생성물 1

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

반응 조건

온도
140 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7d162daf2fe243e19f4af78062c54e49
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278093B2

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