HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 17221165, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 4-Fluorobenzyl bromide | HCID 68021 | — |
| Reactant | Indole-5-carboxaldehyde | HCID 589040 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 17221165 | HCID 17221165 | 68.8% |
Reaction Steps
Indole-5-carboaldehyde (1.0 g) was dissolved in DMF (14 mL), and potassium hydroxide (460 mg) and 4-fluorobenzyl bromide (1.4 g) were sequentially added thereto under ice cooling. The mixture was stirred for 65 hours at room temperature. Water was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine and then dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (20% to 50% ethyl acetate/hexane), and the title compound (1.2 g) was obtained as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096531B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-71e82b854291411994503fec34389ea0 |
| Source note | uspto-grants-2015_08 |