HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1H-Indole, 6-methyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl 2-cyano-2-(2-nitro-4-methylphenyl)ethanoate | HCID 10935797 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1H-Indole, 6-methyl- | HCID 137928 | 74% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343964B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-d89ffe2ad0ef44d999e2bc5fb2b3c936 |
| Source note | uspto-grants-2013_01 |