HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 7-Bromo-N,N-dimethyl-benzofuran-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-chloro-N,N-dimethylacetamide | HCID 75886 | — |
| Reactant | 3-Bromo-2-hydroxybenzaldehyde | HCID 10910555 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Bromo-N,N-dimethyl-benzofuran-2-carboxamide | HCID 40393558 | 99.4% |
Reaction Steps
A mixture of 3-bromo-2-hydroxybenzaldehyde (5 g, 24.87 mmol), 2-chloro-N,N-dimethylacetamide (3.33 ml, 32.34 mmol) and potassium carbonate (6.88 g, 49.75 mmol) in DMF (60 ml) was heated at reflux for 1 h. The solids were filtered off and the filtrate was concentrated. The residue was taken up in ethyl acetate and washed with sat. NaCl(aq). The layers were separated and the aqueous layer was extracted with ethyl acetate (2×50 mL). The combined organic layer was dried with sodium sulfate, filtered and concentrated to give the title compound (6.63 g, 99%) as a crude product which was used as such in subsequent reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367676B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-e66cb20df0e94cb68313574a9af33716 |
| Source note | uspto-grants-2013_02 |