4-(Benzoxazol-2-yl)benzyl bromide → 2-{2-Hydroxy-4-[4-(2-benzoxazolyl)benzyloxy]phenyl}benzotriazole

HRID 1680085Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1680085
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[N:9]1[N:13]=[C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]2=[N:10]1.Br[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[O:27][C:28]3[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=3[N:30]=2)=[CH:22][CH:21]=1>CC(=O)CC.C(=O)([O-])[O-].[K+].[K+]>[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]3[O:27][C:28]4[CH:34]=[CH:33][CH:32]=[CH:31][C:29]=4[N:30]=3)=[CH:22][CH:21]=2)[CH:5]=[CH:4][C:3]=1[N:9]1[N:13]=[C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]2=[N:10]1

Komponenten

5

Edukt 2

HCID 110335154-(Benzoxazol-2-yl)benzyl bromideHCID 110641672-(2,4-dihydroxyphenyl)-2H-benzotriazole

Produkt 1

HCID 234591802-{2-Hydroxy-4-[4-(2-benzoxazolyl)benzyloxy]phenyl}benzotriazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6569Methyl Ethyl KetoneLösungsmittelHCID 11430Potassium CarbonateLösungsmittel

Versuchsvorschrift

2-(p-Tolyl)benzoxazole was reacted with N-bromosuccinimide in the presence of benzoyl peroxide by the standard procedure to produce the known compound, 2-(4-bromomethylphenyl)benzoxazole (A). 2-(2,4-Dihydroxyphenyl)benzotriazole (B) (0.1 mole) and 2-(4-bromomethylphenyl)benzoxazole (A) (0.1 mole) was stirred in a mixture of 2-butanone (300 ml.) and potassium carbonate (100 g.). After refluxing 16 hr., the mixture was poured onto 1000 g. ice/water. Filtration, washing with water and recrystallization from methyl cellosolve/isopropyl alcohol gave the tan, crystalline product I.

Aufarbeitung

  1. temperatureAfter refluxing 16 hr
  2. addition, the mixture was poured onto 1000 g
  3. filtrationFiltration
  4. washwashing with water and recrystallization from methyl cellosolve/isopropyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-845da5027ae04f8c8b03257fd8ab8303
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04271307

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