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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633633Generated: October 31, 2026

Water → {4-[1-(4-Bromo-benzyl)-1H-indol-5-yloxy]-butyl}-diethyl-amine

https://huagongshe.com/reaction/1633633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
Reactant4-Bromobenzyl bromideHCID 68527—
ReactantDiethyl-[4-(1H-indol-5-yloxy)-butyl]-amineHCID 18679455—
SolventDimethylformamideHCID 6228—
Product{4-[1-(4-Bromo-benzyl)-1H-indol-5-yloxy]-butyl}-diethyl-amineHCID 1867955253.6%

Reaction Steps

130 mg (0.5 mmol) Diethyl-[4-(1H-indol-5-yloxy)-butyl]-amine in 1 ml DMF were treated with 67 mg (0.6 mmol) potassium tert. butylate and 150 mg (0.6 mmol) 4-bromobenzylbromide at 45° C. for 1 h. Ether and water were added and the organic phase was washed with water and dried over Na2SO4. Column chromatography on silica gel with CH2Cl2: MeOH 9:1 yielded 115 mg (53%) {4-[1-(4-Bromo-benzyl)-1H-indol-5-yloxy]-butyl}-diethyl-amine as colorless oil, MS: 429 (MH+, 1Br).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503907B2
Source datasetuspto-grants-2003_01
ORD IDord-a2e02a3dd96949689dd92b83c0ef961b
Source noteuspto-grants-2003_01