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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230543Generated: October 31, 2026

Sodium Carbonate → ethyl 3-(4-nitrophenyl)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/230543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantLithium ChlorideHCID 433294—
Reactant4-Nitrophenylboronic acidHCID 2773552—
ReactantEthyl 3-Bromoindole-2-carboxylateHCID 4715017—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Productethyl 3-(4-nitrophenyl)-1H-indole-2-carboxylateHCID 1240496788.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566736B2
Source datasetuspto-grants-2009_07
ORD IDord-29229428bcbd4e8bb2c92168487decd3
Source noteuspto-grants-2009_07