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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 502269Generated: November 2, 2026

Trifluoroacetic acid → 6-ethoxy-2-(4-nitro-phenyl)-1H-indole

https://huagongshe.com/reaction/502269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant6-Ethoxy-2-(4-nitro-phenyl)-indole-1-carboxylic acid tert-butyl esterHCID 59030423—
SolventDichloromethaneHCID 6344—
Product6-ethoxy-2-(4-nitro-phenyl)-1H-indoleHCID 5903042575.2%

Reaction Steps

To a solution of 6-ethoxy-2-(4-nitro-phenyl)-indole-1-carboxylic acid tert-butyl ester (8.1 g, 21.2 mmol) in CH2Cl2 (8 mL) was added TFA (8 mL). This mixture was stirred at room temperature for 2 h and concentrated. The residue was diluted in EtOAc and washed with sat.aq. NaHCO3. The organic layer was concentrated and purified by silica gel chromatography (7:3 CH2Cl2/hexane, followed by 100% CH2Cl2) to provide 6-ethoxy-2-(4-nitro-phenyl)-1H-indole (4.5 g, 68%) as an orange-red solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772271B2
Source datasetuspto-grants-2010_08
ORD IDord-bd8e7a3384764d07bec79146054ba744
Source noteuspto-grants-2010_08