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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1264130Generated: November 1, 2026

Formaldehyde → Bis(3-methyl-2-indenyl)methane

https://huagongshe.com/reaction/1264130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-MethylindeneHCID 13025—
SolventTolueneHCID 1140—
ProductBis(3-methyl-2-indenyl)methaneHCID 22508196247.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

In a 500 mL flask equipped with magnetic stirring bar were introduced 14.8 g (0.114 moles) of 3-methyl-indene, 2.3 g (0.077 moles) of para-formaldehyde and 4.37 g (0.023 moles) of para-toluenesulphonic acid in 200 ml of toluene; the mixture was heated to 80° C. and was maintained under stirring for 1 hour at 80° C. Then the reaction was quenched with water/NaHCO3; 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 15.5 g of bis(3-methyl-2-indenyl)methane (purity of 89.8% by G.C.; yield=89.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06541584B1
Source datasetuspto-grants-2003_04
ORD IDord-2f8b89e4af0e4ef2a05b1ae1be05339f
Source noteuspto-grants-2003_04