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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121098Generated: October 26, 2026

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

https://huagongshe.com/reaction/2121098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1-Phenyl-1H-indeneHCID 519674—
SolventTolueneHCID 1140—
ProductBis(3-phenyl-2-indenyl)methaneHCID 22508191246.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

In a 500 mL flask equipped with magnetic stirring bar were introduced 4.46 g (0.023 moles) of 1-phenyl-indene, 0.35 g (0.0117 moles) of formalin and 0.88 g (0.0046 moles) of para-toluenesulphonic acid in 200 ml of toluene; the mixture was heated to 80° C. and was maintained under stirring for 6 hours 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 4.5 g of bis(3-phenyl-2-indenyl)methane (purity of 97.3% by G.C.; yield=95.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693156B1
Source datasetuspto-grants-2004_02
ORD IDord-82df646569fa474eb94813285ba91a8c
Source noteuspto-grants-2004_02