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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985780Generated: October 25, 2026

Formaldehyde → Bis(4,7-dimethyl-2-indenyl)methane

https://huagongshe.com/reaction/985780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4,7-dimethyl-1H-indeneHCID 81458—
ProductBis(4,7-dimethyl-2-indenyl)methaneHCID 1138105944.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

In a 500 mL flask equipped with magnetic stirring bar were introduced 10 g (0.069 moles) of 4,7-dimethyl-indene, 1.04 g (0.035 moles) of formalin and 2.64 g (0.014 moles) of para-toluenesulphonic acid in 100 ml of toluene; the mixture was heated to 80° C. and was maintained under stirring for 3 hours at 80° C. Then the reaction was quenched with water/NaHCO3; the conversion, measured by gas chromatographic analysis, was 82.4%. The organic layer was separated, washed with water and brought to dryness under reduced pressure. The crude product was crystallized upon standing at room temperature, and then was further purified by washing with pentane or MeOH, thus isolating 5.1 g of bis(4,7-dimethyl-2-indenyl)methane (purity of 90.2% by G.C.; yield=44.1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06872863B2
Source datasetuspto-grants-2005_03
ORD IDord-b5374acbc004471ead25422deb1580ce
Source noteuspto-grants-2005_03