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

HRID 530330Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530330
[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]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 95842-FluoroanilineHCID 693643-Chloropropionyl chloride

Produkt 1

HCID 42560293-chloro-N-(2-fluorophenyl)propanamideAusbeute 90,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

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)+.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-41c4379a553f4f89ad105f81cabe4622
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09353081B2

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