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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120241Generated: October 30, 2026

Aluminium lithium hydride → [3-(2,4-dimethyl-1H-pyrrol-3-yl)-propyl]-dimethylamine

https://huagongshe.com/reaction/2120241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant3-(2,4-dimethyl-1H-pyrrol-3-yl)-N,N-dimethyl-propionamideHCID 23439069—
CatalystSodium HydroxideHCID 14798—
SolventTetrahydrofuranHCID 8028—
Product[3-(2,4-dimethyl-1H-pyrrol-3-yl)-propyl]-dimethylamineHCID 2343903375.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To the suspension of lithium aluminum hydride (2.3 g, 60 mmol) in tetrahydrofuran (50 mL) was added a solution of 3-(2,4-dimethyl-1H-pyrrol-3-yl)-N,N-dimethyl-propionamide (9.81 g, 50 mmol) in THF (50 mL) dropwise. The reaction mixture was stirred at 80° C. for 1 hour and cooled with ice bath. Ice cube was added into the reaction mixture slowly until no more gas generated. A few drops of 2 N sodium hydroxide was added and the reaction mixture was stirred at room temperature for 30 minutes, extracted with ethyl acetate, dried over anhydrous sodium sulfate and concentrated to give 6.8 g (75%) of [3-(2,4-dimethyl-1H-pyrrol-3-yl)-propyl]-dimethylamine as an orange oil which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689806B1
Source datasetuspto-grants-2004_02
ORD IDord-a0c44d9c5e9045fcb033284dee51bc0b
Source noteuspto-grants-2004_02