Acetyl chloride → N-(2-Bromo-5-chloro-4-methoxyphenyl)acetamide

HRID 1991089Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1991089
[Br:1][C:2]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([Cl:11])=[CH:5][C:3]=1[NH2:4].C(N(CC)CC)C.[C:19](Cl)(=[O:21])[CH3:20].C([O-])(O)=O.[Na+]>C1COCC1>[Br:1][C:2]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([Cl:11])=[CH:5][C:3]=1[NH:4][C:19](=[O:21])[CH3:20]

Komponenten

6

Edukt 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 451567062-Bromo-5-chloro-4-methoxybenzenamine

Produkt 1

HCID 68535198N-(2-Bromo-5-chloro-4-methoxyphenyl)acetamideAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4.40 g (18.6 mmol) 2-Bromo-5-chloro-4-methoxy-aniline and 3.1 ml (22.0 mmol) triethylamine were dissolved in 50 ml THF. 1.42 ml (20.0 mmol) acetylchloride were added dropwise at room temperature. The reaction mixture was stirred at room temperature for additional 2 hours, saturated NaHCO3 solution was added and the mixture was extracted with ethyl acetate. Removal of the solvent and crystallisation with ether gave 3.6 g (12.9 mmol, 69%) of the title compound.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. customRemoval of the solvent and crystallisation with ether

Quellen und Nachweise

ORD-Eintrag
ord-7277291a1405423487eb8888b8c9f8f1
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07645760B2

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