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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495738Generated: October 25, 2026

Hexane → 2-(3-(1,1-Dimethylpropyl)cyclopentadienyl)-2-(3,6-di-tert-butylfluorenyl)propane

https://huagongshe.com/reaction/495738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant3,6-DI-Tert-butylfluoreneHCID 11140437—
Reactant3-(1,1-Dimethylpropyl)-6,6-dimethylfulveneHCID 17818147—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product2-(3-(1,1-Dimethylpropyl)cyclopentadienyl)-2-(3,6-di-tert-butylfluorenyl)propaneHCID 13172512659%

Reaction Steps

To a solution of 2.14 g (7.7 mmol) of 3,6-di-tert-butylfluorene in 40 ml of THF, 5.0 ml (8.1 mmol) of a hexane solution of n-butyllithium was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for one night. To the resulting red solution, a solution of 1.81 g (10.3 mmol) of 3-(1,1-dimethylpropyl)-6,6-dimethylfulvene in 30 ml of THF was dropwise added in a nitrogen atmosphere with ice cooling, followed by stirring at room temperature for 3 days. After the reaction solution was diluted with 100 ml of ether, 5 ml of water was added. The separated organic phase was washed with water and a saturated saline solution, then dried over magnesium sulfate and filtered. From the filtrate, the solvent was removed under reduced pressure to obtain a liquid. The liquid was isolated and purified by column chromatography (silica gel, developing solvent: hexane) to obtain 2.06 g (4.53 mmol) of a white solid (yield: 59%). The analyzed values are given below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06939928B1
Source datasetuspto-grants-2005_09
ORD IDord-429601e2618d4866a578fcffb4bf45db
Source noteuspto-grants-2005_09