Benzoyl Peroxide → HCID 59151288, Verbindung

HRID 2365162Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2365162
[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-4339ac566ef44ca793dc15b2971db914
Quelldatensatz
uspto-grants-2014_04
Patentnummer
US08697693B2

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