Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 89741045 | HCID 89741045 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89739830 | HCID 89739830 | 95.3% |
Reaction Steps
A mixture of ethyl 1-(o-tolyl)-1H-indole-3-carboxylate (0.789 g, 2.82 mmol), 4N sodium hydroxide aqueous (20 mL) and tetrahydrofuran (20 mL) was stirred at 60° C. for 18 hours. Most solvent was removed and the rest was acidified with 10% hydrochloric acid aqueous to adjust to pH=5. Pale yellow precipitate formed and was collected by filtration. The solid was washed with petroleum ether, dried in vacuo to give 1-(o-tolyl)-1H-indole-3-carboxylic acid as a pale yellow solid (0.675 g, 95%). LRMS (M+H) m/z: calcd 251.09. found 251.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371331B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-4effe6a41e7d42fd9abefac8ec665a1d |
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| Source note | uspto-grants-2016_06 |
|---|