Ethanolamine → n-Tert-butoxycarbonyl-4-[4-(4,5-dihydrooxazol-2-yl)phenyl]piperazine

Participants

Role	Name	HCID	Charge
Reactant	Ethanolamine	HCID 700	—
Reactant	Glycerol	HCID 753	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Tert-butyl 4-(4-cyanophenyl)piperazine-1-carboxylate	HCID 2795512	—
Solvent	Ethylene Glycol	HCID 174	—
Product	n-Tert-butoxycarbonyl-4-[4-(4,5-dihydrooxazol-2-yl)phenyl]piperazine	HCID 18504842	37.1%

Reaction Conditions

Temperature	105 °C

Reaction Steps

A mixture of ethanolamine (0.91 ml; 15.0 mmol), glycerol (2.7 g), ethylene glycol (5.6 g) and potassium carbonate (2.1 g; 15.0 mmol) is heated at 105° C. for 30 min. The intermediate 1A (2.3 g; 8.04 mmol) is then added and the mixture is heated for 5 days at 105° C. The precipitate formed is filtered on sintered glass and washed with water and with petroleum ether to give compound 5A (988 mg; 37%) in the form of a beige solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06277853B1
Source dataset	uspto-grants-2001_08
ORD ID	ord-5322f8a9e85e43b3ab87130060ac95dd
Source note	uspto-grants-2001_08