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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029066Generated: October 25, 2026

1-Iodooctane → 2-Iodo-9,9-dioctylfluorene

https://huagongshe.com/reaction/1029066

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-IodooctaneHCID 12380—
Reactant2-Iodo-9H-fluoreneHCID 224094—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
Product2-Iodo-9,9-dioctylfluoreneHCID 23072873—

Reaction Conditions

Temperature25 °C

Reaction Steps

20 parts of 2-iodofluorene was dissolved in a mixed solution of 114 parts of dimethyl sulfoxide (DMSO) and 23 parts of tetrahydrofuran (THF), and the thus obtained mixture was then stirred at 25° C. for 10 minutes. Thereafter, while stirring, 8.7 parts of potassium-tert-butoxide was added to the mixture. Twenty minutes later, 19.2 parts of n-octyl iodide was added to the mixture, and further twenty minutes later, 8.7 parts of potassium-tert-butoxide was added thereto. Further, twenty minutes later, 19.2 parts of n-octyl iodide was added thereto, and the obtained mixture was then stirred at 25° C. for 2 hours. After completion of the stirring, THF was distilled away from the reaction solution, and it was then extracted with toluene-water. The toluene phase was dried over magnesium sulfate, and the toluene was then distilled away, thereby obtaining a brown tarry solid. This brown tarry solid was separated and purified by column chromatography (hexane-ethyl acetate) to obtain 30 parts of 9,9-di-n-octyl-2-iodofluorene in the form of a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735720B2
Source datasetuspto-grants-2014_05
ORD IDord-ba46631032444715a3a499b93bf72428
Source noteuspto-grants-2014_05