1,2-Ethanediamine, N1,N1-bis(1-methylethyl)- → 1-Pyrrolidineacetamide, N-(2-(bis(1-methylethyl)amino)ethyl-3-hydroxy-2-oxo-, (+-)-

Participants

Role	Name	HCID	Charge
Reactant	1,2-Ethanediamine, N1,N1-bis(1-methylethyl)-	HCID 8459	—
Reactant	ethyl (R/S)-2-(3-hydroxy-2oxo-1-pyrrolidinyl)acetate	HCID 13385945	—
Product	1-Pyrrolidineacetamide, N-(2-(bis(1-methylethyl)amino)ethyl-3-hydroxy-2-oxo-, (+-)-	HCID 3069836	—

Reaction Steps

4.5 g of ethyl (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)-acetate are heated to 100° under nitrogen for 3.5 hours with 6.1 g of 2-(diisopropylamino)ethylamine. The crude product is chromatographed on aluminum oxide (neutral, activity grade III). With ethyl acetate/ethanol (1:1) and with ethanol there is eluted (R/S)-N-[2-(diisopropylamino)-ethyl]-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide. After stirring in diethyl ether this has a melting point of 91°-93°; boiling point 230°-250°/0.01 mmHg (bulb-tube).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05034402
Source dataset	uspto-grants-1991_07
ORD ID	ord-68f8f87e9ba3409ab0513f493ade7ebd
Source note	uspto-grants-1991_07