N-bromobutanimide → 5-Bromomethyl-2-phenylbenzoxazole

HRID 1827994

Reaktionsgleichung

Reaktionsgleichung von HRID 1827994
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[N:7][C:6]=2[CH:16]=1.C1C(=O)N([Br:24])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:24][CH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[N:7][C:6]=2[CH:16]=1

Komponenten

4

Edukt 2

HCID 67184N-bromobutanimideHCID 819192-Phenyl-5-methylbenzoxazole

Produkt 1

HCID 220628305-Bromomethyl-2-phenylbenzoxazoleAusbeute 70,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

5-methyl-2-phenylbenzoxazole 55 (1.23 g, 5.8 mmol) and NBS (1.17 g, 6.5 mmol) were dissolved in carbon tetrachloride (20 ml). The mixture was evacuated and flushed with argon. AIBN (ca. 5 mg) was added and the mixture heated at reflux and irradiated with a sun lamp for 3 hrs. The solvent was evaporated under reduced pressure and the residue purified by chromatography to yield 1.18 g of 5-bromomethyl-2-phenylbenzoxazole 56.

Aufarbeitung

  1. customThe mixture was evacuated
  2. customflushed with argon
  3. additionAIBN (ca. 5 mg) was added
  4. temperaturethe mixture heated
  5. temperatureat reflux
  6. customirradiated with a sun lamp for 3 hrs
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residue purified by chromatography

Quellen und Nachweise

ORD-Eintrag
ord-83b48d48847e4f069797f0eb9c3fb400
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07056903B2

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