Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 23071144 | HCID 23071144 | — |
| Product | HCID 85905916 | HCID 85905916 | 77% |
Reaction Steps
To a solution of (7-((diethylamino)carbonyl)-1H-indol-3-yl)acetic acid (2.38 g, 8.68 mmol) in methanol (10 mL) is added a 10% hydrogen chloride solution in methanol (30 mL) under nitrogen atmosphere, and the mixture is refluxed for 30 minutes. The reaction solution is cooled to room temperature, and the solvent is distilled off. To the residue is added chloroform, and the mixture is washed with a saturated aqueous sodium hydrogen carbonate solution and a saturated brine, and dried over anhydrous magnesium sulfate. The solvent is removed by distillation, and the resultant crude product is purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1→ethyl acetate) to give methyl (7-((diethylamino)carbonyl)-1H-indol-3-yl)acetate (1.93 g, yield: 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07217724B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-9ff0d528a7cc4ae78f7752659506ae85 |
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| Source note | uspto-grants-2007_05 |
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