HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 22340427, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromobenzyl bromide | HCID 68527 | — |
| Reactant | Ethyl 5-hydroxy-1H-indole-2-carboxylate | HCID 90677 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22340427 | HCID 22340427 | 60.9% |
Reaction Steps
A solution of ethyl 5-hydroxy-1H-indole-2-carboxylate (508 mg, 2.48 mmol), 1-bromo-4-(bromomethyl)benzene (681 mg, 2.72 mmol) and potassium carbonate (684 mg, 4.95 mmol) in acetonitrile (12 ml) was stirred at 80° C. for 3 hours. The solvent was distilled off under reduced pressure, ethyl acetate was added to the resulting oil, the mixture was washed with an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After the solvent was concentrated under reduced pressure, the resulting residue was purified by alumina column chromatography (developing solvent: ethyl acetate), and converted into powders with isopropyl ether to obtain ethyl 5-[(4-bromobenzyl)oxy]-1H-indole-2-carboxylate (565 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06930185B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-13aa4212f35a46e5951a7a3d44bc7b68 |
| Source note | uspto-grants-2005_08 |