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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1798022Generated: October 25, 2026

Water → 1H-Indole, 6-methyl-

https://huagongshe.com/reaction/1798022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl 2-cyano-2-(2-nitro-4-methylphenyl)ethanoateHCID 10935797—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1H-Indole, 6-methyl-HCID 13792874%

Reaction Steps

a mixture of benzyl 2-cyano-2-(2-nitro-4-methylphenyl)ethanoate (13 mmol), 5% palladium (0.84 g), water (4 mL) and ethanol (40 mL) is hydrogenated under 50 psi for 18 hours at 25° C. The catalyst is eliminated by filtration on celite and the solid is washed with ethanol. The filtrate obtained is evaporated under vacuum and the residue is purified by chromatography on silica gel (eluent: CH2Cl2/pentane, 2/1) in order to produce 6-methylindole with a yield of 74%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08343964B2
Source datasetuspto-grants-2013_01
ORD IDord-d89ffe2ad0ef44d999e2bc5fb2b3c936
Source noteuspto-grants-2013_01