Pyridine → 3-chloro-N-(2-fluorophenyl)propanamide

HRID 530330노트

반응식

HRID 530330 반응식
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].N1C=CC=CC=1.[Cl:15][CH2:16][CH2:17][C:18](Cl)=[O:19]>ClCCCl>[Cl:15][CH2:16][CH2:17][C:18]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[F:1])=[O:19]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 95842-FluoroanilineHCID 693643-Chloropropionyl chloride

생성물 1

HCID 42560293-chloro-N-(2-fluorophenyl)propanamide수율 90.1%

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

To a solution of 2-fluoroaniline (6.67 g, 60 mmol) and pyridine (5.21 g, 66 mmol) in 1,2-dichloroethane (50 mL) was added 3-chloropropionyl chloride (8.38 g, 66 mmol) dropwise at 15° C. After stirring at room temperature for 2 hr, the mixture was washed with water and then 2N aq. hydrochloric acid. The organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to afford title compound (10.9 g, 90% yield) as an oil. MS: 202.1 (M+H)+.

후처리

  1. washthe mixture was washed with water
  2. customThe organic layer was dried over anhy
  3. filtrationNa2SO4, filtered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-41c4379a553f4f89ad105f81cabe4622
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353081B2

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