Benzoyl Peroxide → HCID 59151288, Verbindung

HRID 888906Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 888906
[Br:1][C:2]1[C:3]([CH3:15])=[C:4]([NH:8][C:9](=[O:14])[C:10]([F:13])([F:12])[F:11])[CH:5]=[CH:6][CH:7]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:34]Br>C(Cl)(Cl)(Cl)Cl.C(Cl)Cl.[W]>[Br:1][C:2]1[C:3]([CH2:15][Br:34])=[C:4]([NH:8][C:9](=[O:14])[C:10]([F:11])([F:13])[F:12])[CH:5]=[CH:6][CH:7]=1

Komponenten

7

Edukt 3

HCID 7187Benzoyl PeroxideHCID 24408BromineHCID 86638092Acetamide, N-(3-bromo-2-methylphenyl)-2,2,2-trifluoro-

Produkt 1

HCID 59151288HCID 59151288, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23964TungstenKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of N-(3-bromo-2-methyl-phenyl)-2,2,2-trifluoro-acetamide (2.1 g, 7.4 mmol) and benzoyl peroxide (100 mg) in carbon tetrachloride (50 mL) was heated to reflux under irradiation (150 W tungsten lamp). A solution of bromine (0.55 mL, 10.4 mmol) in carbon tetrachloride (3 mL) was then added drop-wise to the refluxing solution, and heating was pursued for 16 h. The reaction mixture was left to cool to RT and diluted with DCM. The organic layer was washed with sodium thiosulfate, and evaporated to dryness to give N-(3-bromo-2-bromomethyl-phenyl)-2,2,2-trifluoro-acetamide as a brown residue which was used without further purification (2.9 g).

Aufarbeitung

  1. temperatureheating
  2. waitThe reaction mixture was left
  3. washThe organic layer was washed with sodium thiosulfate
  4. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-203ef36cb1c64f3f95ffda5328c968c2
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08252792B2

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