1,10-Phenanthroline → 9-(4'-Bromo-4-biphenylyl)carbazole

Participants

Role	Name	HCID	Charge
Reactant	1,10-Phenanthroline	HCID 1318	—
Reactant	Carbazole	HCID 6854	—
Reactant	4,4'-Dibromobiphenyl	HCID 7110	—
Reactant	Potassium Carbonate	HCID 11430	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Dimethylformamide	HCID 6228	—
Product	9-(4'-Bromo-4-biphenylyl)carbazole	HCID 58892386	—

Reaction Steps

5.0 g of 9H-carbazole (3.0 10−2 mol), 0.67 g of CuI (3.2 10−3 mol), 10.0 g of K2CO3 (7.2 10−2 mol), 1.16 g of 1,10 phenanthroline (6.4 10−3 mol), and 9.36 g of 4,4′-dibromobiphenyl (3.0 10−2 mol) are initially introduced. After addition of 200 ml of DMF, the reaction mixture is stirred under reflux for 12 h. After filtration through Celite with suction, it is precipitated using water and filtered off with suction. The solid is dissolved in hot THF and precipitated using ethanol, giving 7.7 g (64%) of clean substance.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08786181B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-ed3051104169422280d1bd57ad7e9857
Source note	uspto-grants-2014_07