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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985783Generated: October 30, 2026

Formaldehyde → HCID 22508181, compound

https://huagongshe.com/reaction/985783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1-tert-Butyl-1H-indeneHCID 546302—
SolventTolueneHCID 1140—
ProductHCID 22508181HCID 22508181216.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

In a 500 mL flask equipped with magnetic stirring bar were introduced 12.35 g (0.072 moles) of 1-t-butyl-indene, 1.43 g (0.048 moles) of para-formaldehyde and 2.73 g (0.014 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 conversion, measured by gas chromatographic analysis, was 79.5%. The organic layer was separated, washed with water and brought to dryness under reduced pressure. The crude product crystallized upon standing at room temperature, and then was further purified by washing with MeOH, thus isolating 10.8 g bis(3-t-butyl-2-indenyl)methane (purity of 90.9 by G.C.; yield=76.81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06872863B2
Source datasetuspto-grants-2005_03
ORD IDord-8c3191c973994885a8e259692c6db81b
Source noteuspto-grants-2005_03