Dimethylformamide → 1-Bromo-3,6,8-tri(4-methylphenyl)pyrene

HRID 600162Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 600162
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:21]3[C:22]4=[C:23]5[C:18](=[CH:19][CH:20]=3)[CH:17]=[CH:16][C:15]([C:24]3[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=3)=[C:14]5[CH:13]=[CH:12][C:11]4=[C:10]([C:31]3[CH:36]=[CH:35][C:34]([CH3:37])=[CH:33][CH:32]=3)[CH:9]=2)=[CH:4][CH:3]=1.[Br:38]N1C(=O)CCC1=O.CN(C)C=O>O>[Br:38][C:17]1[C:18]2[C:23]3=[C:22]4[C:21](=[CH:20][CH:19]=2)[C:8]([C:5]2[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][CH:6]=2)=[CH:9][C:10]([C:31]2[CH:36]=[CH:35][C:34]([CH3:37])=[CH:33][CH:32]=2)=[C:11]4[CH:12]=[CH:13][C:14]3=[C:15]([C:24]2[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=2)[CH:16]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 67184N-bromobutanimideHCID 866285911,3,6-Tri(4-methylphenyl)pyrene

Produkt 1

HCID 866285921-Bromo-3,6,8-tri(4-methylphenyl)pyreneAusbeute 85,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixed solution of 1.5 g of the above-mentioned 1,3,6-tri(4-methylphenyl)pyrene, 0.68 g of N-bromosuccinimide and 30 ml of dimethylformamide was stirred under nitrogen gas stream at a temperature of 60° C. for 6 hours. After cooling the mixed solution to room temperature, 50 ml of water was injected thereinto to extract therefrom with 100 ml of dichloromethane. The organic layer was washed twice with 50 ml of water, dried by magnesium sulfate and thereafter concentrated by evaporation. The organic layer was purified by silica gel column chromatography and thereafter vacuum dried under a temperature of 70° C. to obtain 1.5 g of 1-bromo-3,6,8-tri(4-methylphenyl)pyrene as pale-yellow powder.

Aufarbeitung

  1. extractionto extract
  2. washThe organic layer was washed twice with 50 ml of water
  3. dry with materialdried by magnesium sulfate
  4. concentrationconcentrated by evaporation
  5. customThe organic layer was purified by silica gel column chromatography
  6. customvacuum dried under a temperature of 70° C.

Quellen und Nachweise

ORD-Eintrag
ord-8d031b47dd414a35bbbbe73625e0193b
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07901794B2

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