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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2408276Generated: October 31, 2026

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

https://huagongshe.com/reaction/2408276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantDiethyl EtherHCID 3283—
Reactant1-Chloroethyl chloroformateHCID 521305—
Reactant1-[4-(1-Benzhydryl-azetidin-3-yl)-piperazin-1-yl]-2,2,2-trifluoro-ethanoneHCID 59625975—
SolventDichloromethaneHCID 6344—
Product1-(4-Azetidin-3-yl-piperazin-1-yl)-2,2,2-trifluoro-ethanoneHCID 59625678—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 1-[4-(1-benzhydryl-azetidin-3-yl)-piperazin-1-yl]-2,2,2-trifluoro-ethanone (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 resulting mixture was stirred at 0° C. for 90 min and then methanol (4 mL) was added. The resulting mixture was refluxed for 1 h. Upon cooling, diethyl ether (50 mL) was added to the mixture. The resulting solid was collected by filtration and dried to yield the title compound, which was used in the next reaction without further purification. MS m/z (M+H+) 238.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815839B2
Source datasetuspto-grants-2014_08
ORD IDord-82da051fa217422cb745243f2deca9e2
Source noteuspto-grants-2014_08