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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633628Generated: October 31, 2026

Sodium Hydroxide → Diethyl-[4-(1H-indol-5-yloxy)-butyl]-amine

https://huagongshe.com/reaction/1633628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant5-(4-Diethylamino-butoxy)-indole-1-carboxylic acid tert-butyl esterHCID 69548837—
SolventEthanolHCID 702—
ProductDiethyl-[4-(1H-indol-5-yloxy)-butyl]-amineHCID 1867945596%

Reaction Steps

3.9 g (10.8 mmol) 5-(4-Diethylamino-butoxy)-indole-1-carboxylic acid tert-butyl ester in 4 ml EtOH were treated with 0.4 ml halfconc. NaOH at 60° C. for 2 h. The suspension was concentrated in vacuo and the residue dissolved in EtOAc and water. The organic phase was washed with water and dried over Na2SO4. Evaporation yielded 2.7 g (96%) Diethyl-[4-(1H-indol-5-yloxy)-butyl]-amine as brown oil, MS: 261 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503907B2
Source datasetuspto-grants-2003_01
ORD IDord-a70007d2915c45308cae53b33c0735f6
Source noteuspto-grants-2003_01