Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 12050027 | HCID 12050027 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 12050028 | HCID 12050028 | 99.9% |
Reaction Steps
A mixture of ethyl 5-benzyloxy-1,4-dimethyl-1H-indole-2-carboxylate (4.00 g, 12.4 mmol), ammonium formate (3.90 g, 61.8 mmol), 10% palladium/carbon (0.20 g) and ethanol (60 ml) was stirred at 60° C. for 1.5 hours. The catalyst was filtered off and the resulting filtrate was concentrated under reduced pressure. A 5% aqueous sodium chloride solution was added to the resulting residue, followed by extraction with ethyl acetate. The extract solution was washed with a 5% aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 2.89 g of ethyl 1,4-dimethyl-5-hydroxy-1H-indole-2-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06734205B2 |
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| Source dataset | uspto-grants-2004_05 |
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| ORD ID | ord-a661009658b24dd0a28de02c46eff475 |
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| Source note | uspto-grants-2004_05 |
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