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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1841620Generated: November 3, 2026

Ethyl Acetate → (1S)-1-Benzyl-2-(dimethylamino) Ethylamine

https://huagongshe.com/reaction/1841620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
Reactant(S)-2-amino-N,N-dimethyl-3-phenylpropanamideHCID 11008771—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
Product(1S)-1-Benzyl-2-(dimethylamino) EthylamineHCID 1125172275.8%

Reaction Steps

Lithium aluminum hydride (759 mg) was suspended in anhydrous ether (20 ml) with ice cooling in the nitrogen gas atmosphere and then a solution of (2S)-2-amino-N1,N1-dimethyl-3-phenylpropionamide (1.92 g) in anhydrous tetrahydrofuran (10 ml) was dropwise added to the resulting suspension. This mixture was stirred at room temperature for 1.5 hour. Ethyl acetate was gradually and dropwise added to the reaction liquid till the latter did not undergo foaming any more, with ice cooling. Then a 2N aqueous sodium hydroxide solution was added to the reaction liquid and the resulting mixture was extracted with chloroform. The organic phase thus obtained was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting oily product was purified through the silica gel column chromatography to give the title compound (Reference Compound 1-1, 1.35 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06683200B2
Source datasetuspto-grants-2004_01
ORD IDord-d2f51e725f8f444e99e9d639d1ca2319
Source noteuspto-grants-2004_01