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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1370408Generated: November 1, 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/1370408

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 numberUS06583135B2
Source datasetuspto-grants-2003_06
ORD IDord-8a2c6dabbce64aa292966e58499c7de9
Source noteuspto-grants-2003_06