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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2306973Generated: October 30, 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/2306973

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 N2H4H2O (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 numberUS06828314B2
Source datasetuspto-grants-2004_12
ORD IDord-c376c55a41de41d6b9658dc678dc5127
Source noteuspto-grants-2004_12