Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 113405-11-1 | HCID 2767551 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Benzofuranacetamide | HCID 17976493 | 93% |
Reaction Steps
Add 1,1′-carbonyldiimidazole (2.3 g, 14.2 mmol) to a solution of benzofur-4-ylacetic acid (2.5 g, 14.2 mmol) in anhydrous tetrahydrofuran (12 mL) under nitrogen and stir at 20° C. for 4 hours. Bubble anhydrous ammonia through the solution, dilute with anhydrous tetrahydrofuran (10 mL), and stir at 20° C. for 18 hours. Concentrate under reduced pressure, and wash the solid with aqueous sodium hydrogen sulfate and distilled water. Dry under vacuum to obtain 2.3 g (93%) of the title compound as a pale yellow solid. Mass spectrum (ES, m/z) (M+H)=176.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07405305B2 |
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| Source dataset | uspto-grants-2008_07 |
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| ORD ID | ord-7056da19d96a4a7caac1121624ce544c |
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| Source note | uspto-grants-2008_07 |
|---|