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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633683Generated: October 30, 2026

Trifluoroacetic acid → Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine

https://huagongshe.com/reaction/1633683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-[5-(Allyl-methyl-amino)-pentyl]-2,3-dihydro-indole-1-carboxylic acid tert-butyl esterHCID 69514122—
SolventDichloromethaneHCID 6344—
ProductAllyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amineHCID 2196663894%

Reaction Steps

2.45 g (6.8 mmol) 5-[5-(Allyl-methyl-amino)-pentyl]-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester in 5 ml CH2Cl2 were treated with 4 ml TFA at 0° C. The solution was stirred at RT for 0.5 h, and at 40° C. for 1 h. The solution was concentrated, and the residue was dissolved in ether, water. 2M NaOH was added and the inorganic phase was extracted with ether. The combined organic phases were washed with water and dried over Na2SO4 to yield 1.65 g (94%) Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine as light yellow oil, MS: 259 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503907B2
Source datasetuspto-grants-2003_01
ORD IDord-d11f134c5fd243f18d81704c0f844521
Source noteuspto-grants-2003_01