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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1531955Generated: October 31, 2026

Ethyl Acetate → N-(1-Octyl-5-dimethylaminomethyl-4,6-dimethylindolin-7-yl)-2,2-dimethylpropanamide

https://huagongshe.com/reaction/1531955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-IodooctaneHCID 12380—
ReactantSodium hydrideHCID 24758—
ReactantN-(5-dimethylaminomethyl-4,6-dimethylindolin-7-yl)-2,2-dimethylpropanamideHCID 22247324—
SolventDimethylformamideHCID 6228—
ProductN-(1-Octyl-5-dimethylaminomethyl-4,6-dimethylindolin-7-yl)-2,2-dimethylpropanamideHCID 15895565120.4%

Reaction Steps

N-(5-Dimethylaminomethyl-4,6-dimethylindolin-7-yl)-2,2-dimethyl-propanamide (700 mg) was dissolved in DMF (7 ml) and NaH (P=60%, 160 mg) was added under a nitrogen atmosphere at 5° C. After stirring at the same temperature for 30 min, 1-iodooctane (240 mg) was added, which was followed by stirring at 30° C. for 3 hr. AcOEt (200 ml) was added, and the mixture was washed with water and dried over anhydrous sodium sulfate. AcOEt was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: CHCl3/MeOH=10/1−3/1) to give 500 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06200988B1
Source datasetuspto-grants-2001_03
ORD IDord-4564854d66014596afa9feacfb4d840e
Source noteuspto-grants-2001_03