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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 321919Generated: October 25, 2026

Water → 1-(4,7-Dimethyl-1-indenyl)-2-(4,7-dimethyl-1-indenyl)methyl benzene

https://huagongshe.com/reaction/321919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,7-dimethyl-1H-indeneHCID 81458—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
SolventTetrahydrofuran hexaneHCID 21883165—
Product1-(4,7-Dimethyl-1-indenyl)-2-(4,7-dimethyl-1-indenyl)methyl benzeneHCID 18471716—

Reaction Conditions

Temperature-70 °C

Reaction Steps

4.12 ml (10.3 mmoles) of n-BuLi 2.5 M in hexane are added to a solution of 1.48 g of 4,7-dimethyl indene (XVIII) (10.3 mmoles; obtained as described above) in 55 ml of a mixture of THF-hexane 2/1. At the end of the addition, the mixture is left under stirring for 1 hour. It is then cooled to −70° C. and a solution of 2.3 g of the brominated compound having formula (XX) (7.37 mmoles) in THF/hexane are added dropwise. The mixture is left to rise to room temperature and is left to rest for 6 hours. It is then poured into water and is extracted with ethyl ether. The organic phase is washed until neutrality and dehydrated on sodium sulfate. The residue obtained by evaporation of the solvent is purified by silica gel chromatography eluating with petroleum ether. After evaporation of the eluant 2.0 g of the bis-indenyl ligand having formula (XXI) and indicated below, are obtained (72% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211110B1
Source datasetuspto-grants-2001_04
ORD IDord-5126c223f2b14f7bab136e8816d4a689
Source noteuspto-grants-2001_04