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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 3,6-DI-Tert-butylfluorene | HCID 11140437 | — |
| Reactant | 3-(1,1-Dimethylpropyl)-6,6-dimethylfulvene | HCID 17818147 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-(1,1-Dimethylpropyl)cyclopentadienyl)-2-(3,6-di-tert-butylfluorenyl)propane | HCID 131725126 | 59% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06939928B1 |
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| Source dataset | uspto-grants-2005_09 |
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| ORD ID | ord-429601e2618d4866a578fcffb4bf45db |
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| Source note | uspto-grants-2005_09 |
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