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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749513Generated: October 29, 2026

Trifluoroacetic acid → 1-Methyl-1H-indole-3-ethylamine

https://huagongshe.com/reaction/1749513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTert-butyl N-[2-(1-methyl-1H-indol-3-YL)ethyl]carbamateHCID 71202127—
SolventDichloromethaneHCID 6344—
Product1-Methyl-1H-indole-3-ethylamineHCID 2349285.4%

Reaction Steps

To a solution of tert-butyl (2-(1-methyl-1H-indol-3-yl)ethyl)carbamate (1.29 g, 4.71 mmol) in DCM (15 mL) was added TFA (7 mL) at ˜0° C. to 5° C. The resulting reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated to give the crude product which was diluted with DCM and washed with sodium bicarbonate aqueous solution. The organic layer was washed with brine, dried and concentrated to give the desired product (700 mg, 4.02 mmol, 85% yield) as yellow oil. MS (ESI) m/z 175.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156798B2
Source datasetuspto-grants-2015_10
ORD IDord-5faad02c97c942e18f1d277cdf32f2f7
Source noteuspto-grants-2015_10