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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1735598Generated: October 31, 2026

Methane → 5,6-Dihydroxyindole

https://huagongshe.com/reaction/1735598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantEthanolHCID 702—
Reactant[4,5-Bis(benzyloxy)-2-nitrophenyl]acetonitrileHCID 10904838—
CatalystPalladiumHCID 23938—
SolventWaterHCID 962—
Product5,6-DihydroxyindoleHCID 114683—

Reaction Conditions

Temperature80 °C

Reaction Steps

The reaction mixture is prepared in an autoclave by adding 0.04 mole (15 g) of 2-nitro-4,5-dibenzyloxyphenylacetonitrile, 1.5 g of palladium at a concentration of 10% on charcoal and 1.5 g of charcoal to 120 ml of ethanol containing 3 ml of water. These are heated to 80° C. for 2 hours, with stirring, under a hydrogen pressure of 4.105Pa. After cooling, the reaction mixture, which is treated in the same manner as previously, produces 5,6-dihydroxyindole in an equivalent yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05536865
Source datasetuspto-grants-1996_07
ORD IDord-17f6d0c88da54324bfc869a84d253fa0
Source noteuspto-grants-1996_07