HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 2,3-Dihydro-1-benzofuran-2-carboxylic acid | HCID 2776555 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide | HCID 55027995 | 54.8% |
Reaction Steps
To a solution of 2,3-dihydro-1-benzofuran-2-carboxylic acid (500 mg, 3.1 mmol) in anhydrous dichloromethane (20 ml), under nitrogen, was added 1,1′-carbonyldiimidazole (543 mg, 3.4 mmol). After stirring for 1 h, N,O-dimethylhydroxylamine hydrochloride (327 mg, 3.4 mmol) was added and the reaction mixture was stirred at room temperature for 18 h. The mixture was washed with hydrochloric acid (1N), followed by 10% aqueous potassium carbonate solution, and the organic phase was separated, dried (MgSO4) and concentrated in vacuo to give the title compound (352 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622500B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-96c0e169bc90490ca2d4c73ad494e39f |
| Source note | uspto-grants-2009_11 |