Methanol → 1-(4-Azetidin-3-yl-piperazin-1-yl)-2,2,2-trifluoro-ethanone

https://huagongshe.com/reaction/2362033

Participants

Role	Name	HCID	Charge
Reactant	Methanol	HCID 887	—
Reactant	Diethyl Ether	HCID 3283	—
Reactant	1-Chloroethyl chloroformate	HCID 521305	—
Reactant	1-[4-(1-Benzhydryl-azetidin-3-yl)-piperazin-1-yl]-2,2,2-trifluoro-ethanone	HCID 59625975	—
Solvent	Dichloromethane	HCID 6344	—
Product	1-(4-Azetidin-3-yl-piperazin-1-yl)-2,2,2-trifluoro-ethanone	HCID 59625678	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

To a solution of compound 1f (2.11 g, 5.23 mmol) in CH2Cl2 (60 mL) was added 1-chloroethyl chloroformate (2.0 mL, 18.35 mmol) at 0° C. under N2. The mixture was stirred at 0° C. for 90 min and then MeOH (4 mL) was added. The mixture was refluxed for 1 h. Upon cooling, Et2O (50 mL) was added to the mixture. The resulting solid was collected by filtration and dried. The crude compound 1g was used in the next reaction without further purification. MS m/z (M+H+) 238.1.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08691805B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-343c3e1254c34a16a75e4c26a7c9cf37
Source note	uspto-grants-2014_04