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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356287Generated: November 2, 2026

2-[2-[2-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl]ethyl]-1H-isoindole-1,3(2H)-dione → 2-(1,1-dimethyl-2-propenyl)-1H-indole-3-ethanamine

https://huagongshe.com/reaction/1356287

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[2-[2-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl]ethyl]-1H-isoindole-1,3(2H)-dioneHCID 22396961—
SolventDichloromethane methanolHCID 21226129—
Product2-(1,1-dimethyl-2-propenyl)-1H-indole-3-ethanamineHCID 22396740—

Reaction Steps

To a solution of 2-[2-[2-(1,1-dimethyl-2-propenyl)-1H-indol-3-yl]ethyl]-1H-isoindole-1,3(2H)-dione (1.10 g, 3.07 mmol) in 3:1 MeOH/CH2Cl2 (20 mL) at rt under argon was added N2H4.H2O (0.52 mL). The reaction mixture was stirred overnight, concentrated in vacuo, diluted with CHCl3, then extracted with H2O. The CHCl3 layer was separated. The H2O layer was extracted further with CHCl3. The combined CHCl3 extracts were washed, dried, filtered, and concentrated to give the title compound: MS (ESI+) m/z 229.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586421B2
Source datasetuspto-grants-2003_07
ORD IDord-b5a35fac81384c339d5360076e6dfcda
Source noteuspto-grants-2003_07