Tetrahydrofuran → 9-(4'-Carbazol-9-ylbiphenyl-4-yl)-2-(4-vinylphenyl)-9H-carbazole

Participants

Role	Name	HCID	Charge
Reactant	Tetrahydrofuran	HCID 8028	—
Reactant	1-Iodo-2,4,6-tribromobenzene	HCID 140844	—
Reactant	2,4-Bis-(4-tert-butylphenyl)-6-(4'-vinylbiphenyl-4-yl)-1,3,5-triazine	HCID 59439782	—
Reactant	4-[9-(4'-Carbazol-9-ylbiphenyl-4-yl)-9H-carbazol-2-yl]benzaldehyde	HCID 86691767	—
Catalyst	Methyltriphenyliphosphonium bromide	HCID 74505	—
Solvent	Dichloromethane	HCID 6344	—
Product	9-(4'-Carbazol-9-ylbiphenyl-4-yl)-2-(4-vinylphenyl)-9H-carbazole	HCID 68278664	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

0.86 g (0.00767 mol) of potassium tert-butoxylate and 2.55 g (0.00714 mol) of methyltriphenylphosphonium bromide are initially introduced. The apparatus is cooled to 0° C., and the solids are dissolved using 15 ml of THF (abs.). The mixture is stirred for 30 min, while, in a second apparatus, 2.31 g (0.0039 mol) of 4-[9-(4′-carbazol-9-ylbiphenyl-4-yl)-9H-carbazol-2-yl]benzaldehyde is weighed out and dissolved using 25 ml of THF. At 0° C., solution 2 is added to solution 1 and stirred for a further 1.5 h. The mixture is taken up in CH2Cl2 and washed by shaking three times with water. The combined organic phases are dried over magnesium sulfate, filtered off and evaporated to dryness. Column chromatography with toluene give 2.1 g (93%) of clean substance.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08786181B2
Source dataset	uspto-grants-2014_07
ORD ID	ord-27df9e9903fa48979ff0ad88cab22140
Source note	uspto-grants-2014_07