Benzoyl Peroxide → 2-[3-Bromo-4-(bromomethyl)phenyl]-1,3-benzoxazole

HRID 7683

Reaktionsgleichung

Reaktionsgleichung von HRID 7683
[Br:1][C:2]1[CH:3]=[C:4]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].C1C(=O)N([Br:25])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)[CH:5]=[CH:6][C:7]=1[CH2:8][Br:25]

Komponenten

5

Edukt 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 219909962-(3-Bromo-4-methylphenyl)-1,3-benzoxazole

Produkt 1

HCID 219909882-[3-Bromo-4-(bromomethyl)phenyl]-1,3-benzoxazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

A mixture of 2-(3-bromo-4-methylphenyl)-1,3-benzoxazole (240 mg, 0.83 mmol), n-bromosuccinimide (180 mg, 0.99 mmol), and benzoyl peroxide (10 mg, 0.041 mmol) in carbon tetrachloride (15 mL) was refluxed for 3 h. The white precipitate was filtered and the filtrate was evaporated to dryness. The resulting solid was purified by flash chromatography on silica gel eluting with EtOAc:hexane (1:5) to afford 2-[3-bromo-4-(bromomethyl)phenyl]-1,3-benzoxazole as a yellow solid.

Aufarbeitung

  1. temperaturewas refluxed for 3 h
  2. filtrationThe white precipitate was filtered
  3. customthe filtrate was evaporated to dryness
  4. customThe resulting solid was purified by flash chromatography on silica gel eluting with EtOAc:hexane (1:5)

Quellen und Nachweise

ORD-Eintrag
ord-628befcfd14e4cc8a671bfbe61404147
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087601B2

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