HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → ethyl 3-(4-nitrophenyl)-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 4-Nitrophenylboronic acid | HCID 2773552 | — |
| Reactant | Ethyl 3-Bromoindole-2-carboxylate | HCID 4715017 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | ethyl 3-(4-nitrophenyl)-1H-indole-2-carboxylate | HCID 12404967 | 88.1% |
Reaction Steps
46 ml of a 1M sodium carbonate solution, 2.23 g of lithium chloride and then 1.1 g of tetrakis(triphenylphosphine)palladium are added successively, under argon and with stirring, to a solution of 5 g of ethyl 3-bromo-1H-indole-2-carboxylate and 7.8 g of 4-nitrophenylboronic acid in 110 ml of ethanol and 110 ml of toluene. The solution is refluxed for 2 hours 30 minutes and then concentrated under reduced pressure. The precipitate is filtered off and then recrystallized from ethanol, to give 5.1 g of ethyl 3-(4-nitrophenyl)-1H-indole-2-carboxylate, the characteristics of which are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566736B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-29229428bcbd4e8bb2c92168487decd3 |
| Source note | uspto-grants-2009_07 |