Ethylenediamine → 2-Piperazinone, 3,3-dimethyl-

Participants

Role	Name	HCID	Charge
Reactant	Ethylenediamine	HCID 3301	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Propanoic acid, 2-bromo-2-methyl-, ethyl ester	HCID 11745	—
Solvent	Toluene	HCID 1140	—
Product	2-Piperazinone, 3,3-dimethyl-	HCID 211157	68.8%

Reaction Conditions

Temperature	115 °C

Reaction Steps

A solution of ethyl-2-bromoisobutyrate (24 mL, 161 mmol) in toluene (150 mL) was added to a mixture of ethylene diamine (70 mL, 1046 mmol, 6.5 equiv) and potassium carbonate (24.4 g, 177 mmol, 1.1 equiv) in toluene (150 mL). The reaction mixture was heated for 20 h at 115° C., cooled and filtered. The filtrate was concentrated and the residue triturated in Et2O to afford 14.2 g of the title compound as a yellow solid: ESI-MS: 129.1 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08273882B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-be7a11eb22c842c784a0bf52658029f2
Source note	uspto-grants-2012_09