Benzyl Bromide → HCID 69843740, Verbindung

HRID 412734Notizen

Reaktionsgleichung

[C:1]1([C:7]2[C:11]3=[N:12][C:13](=[O:16])[C:14](=[O:15])[C:10]3=[N:9][C:8]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH2:23]([N:12]1[C:11]2[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[C:8]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:9]([CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:10]=2[C:14](=[O:15])[C:13]1=[O:16])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

A 100 ml round-bottom flask equipped with a stirrer and reflux condenser is charged with 1.47 g (5.1 mmol) of diphenyl-diketopyrrolopyrrole (hereinafter referred to DPP), 3.44 g (20.1 mmol) of benzyl bromide, 1.38 g (10.0 mmol) of K2CO3 and 50 ml of DMF. Under nitrogen atmosphere, the mixture is stirred and heated at 100° C. for 42.5 hours. The slurry is cooled and the orange solid is isolated by filtration. The solid is washed with water and MeOH, followed by dissolving in hot CHCl3. This CHCl3 solution is applied to silica gel column using CH2Cl2 as eluent. After condensation, 1.21 g of an orange solid is obtained (51%).

Aufarbeitung

customA 100 ml round-bottom flask equipped with a stirrer
temperaturereflux condenser
temperatureThe slurry is cooled
customthe orange solid is isolated by filtration
washThe solid is washed with water and MeOH
dissolutionby dissolving in hot CHCl3
customAfter condensation

Quellen und Nachweise

ORD-Eintrag: ord-243bfec0a22b430a99012f2202db0cbb
Quelldatensatz: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06562981B2

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