HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(5-Formylfuran-2-yl)-1H-indole-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Cyanoindole | HCID 230282 | — |
| Reactant | 5-Bromofuran-2-carbaldehyde | HCID 600328 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(5-Formylfuran-2-yl)-1H-indole-3-carbonitrile | HCID 58437303 | 37% |
Reaction Steps
A suspension of 3-cyanoindole (0.14 g), 5-bromo-2-furaldehyde (0.18 g), and cesium carbonate (0.39 g) in N,N-dimethylformamide (3 mL) was stirred at room temperature or 3 hours. This reaction mixture was heated at 50° C., stirred for 2 hours. After cooling to ambient, water was added to this reaction mixture. This mixture was extracted with ethyl acetate, and this organic layer was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate-2/1) to give the title compound (0.086 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829040B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-546a537bd389461bb60f96d97b8104a6 |
| Source note | uspto-grants-2014_09 |