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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221175Generated: October 26, 2026

1,10-Phenanthroline → (7-bromo-9,9-dibutyl-9H-fluoren-2-yl)-bis-(9,9-dibutyl-9H-fluoren-2-yl)amine

https://huagongshe.com/reaction/221175

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,10-PhenanthrolineHCID 1318—
ReactantPotassium HydroxideHCID 14797—
Reactant9,9-dibutyl-2-iodo-9H-fluoreneHCID 23072853—
Reactant7-bromo-9,9-dibutyl-9H-fluoren-2-amineHCID 59325937—
SolventTolueneHCID 1140—
Product(7-bromo-9,9-dibutyl-9H-fluoren-2-yl)-bis-(9,9-dibutyl-9H-fluoren-2-yl)amineHCID 59325939—

Reaction Conditions

Temperature120 °C

Reaction Steps

Under N2 atmosphere, 0.37 parts of 7-bromo-9,9-dibutyl-9H-fluoren-2-ylamine (31), 0.89 parts of 9,9-dibutyl-2-iodo-9H-fluorene (32), 0.17 parts of potassium hydroxide, 0.11 parts of 1,10-phenanthroline, and 0.03 parts of cuprous chloride were added into 10 parts of toluene, followed by stirring and mixing. Then, the reaction mixture was heated to 120° C. and reacted under reflux for 24 hours. After the reaction was quenched by water, diethyl ether was used for extracting the product, and magnesium sulfate was used for dehydration. After removing the solvent, the residual was purified with column chromatography method by using dichloromethane/hexane co-solvent as an eluent, to obtain a compound (33) of the present example. This compound was in a form of a tangerine solid, and the yield of this compound was 57%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08203068B2
Source datasetuspto-grants-2012_06
ORD IDord-1202a24393bf46118df564037b81b596
Source noteuspto-grants-2012_06