Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Methoxyindole | HCID 13872 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Ammonium Carbonate | HCID 517111 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 21912015 | HCID 21912015 | 78% |
Reaction Steps
To a solution of 5-methoxyindole (2.50 g, 17.0 mmol) in 50 mL of anhydrous diethyl ether cooled to 0° C. was added oxalyl chloride (1.63 mL, 18.68 mmol) and subsequently warmed to room temperatue. After 3.5 hours the solution was cooled to 0° C. and 50 mL of an aqueous solution of ammonium carbonate was added. After stirring overnight the precipitate was filtered off and washed with water, isopropanol and diethyl ether to afford the desired acetamide in 78% yield as a bright yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07129250B2 |
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| Source dataset | uspto-grants-2006_10 |
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| ORD ID | ord-7d6a7e41812c44979147bf2869526e54 |
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| Source note | uspto-grants-2006_10 |
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