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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633646Generated: October 27, 2026

Water → Allyl-[5-(1H-indol-5-yl)-pentyl]-methyl-amine

https://huagongshe.com/reaction/1633646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant5-[5-(Allyl-methyl-amino)-pentyl]-indole-1-carboxylic acid tert-butyl esterHCID 69547919—
SolventEthanolHCID 702—
ProductAllyl-[5-(1H-indol-5-yl)-pentyl]-methyl-amineHCID 18679431100.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

To 1.3 g (3.5 mmol) 5-[5-(Allyl-methyl-amino)-pentyl]-indole-1-carboxylic acid tert-butyl ester in 20 ml ethanol were added 1.5 ml water and 3 ml conc. NaOH, and stirred at 60° C. for 1.5 h. The slurry was concentrated and dissolved in ether/water. The organic layer was washed with water and dried over Na2SO4 and evaporated to yield 900 mg (quantitative) Allyl-[5-(1H-indol-5-yl)-pentyl]-methyl-amine as light yellow oil, MS: 257 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503907B2
Source datasetuspto-grants-2003_01
ORD IDord-e9477ea355954d338c169555cac28ba8
Source noteuspto-grants-2003_01