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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620484Generated: October 30, 2026

Triethylamine → 1-[2,4-Bis(trifluoromethyl)benzyl]azetidine-3-carbaldehyde

https://huagongshe.com/reaction/1620484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant{1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanolHCID 86678675—
SolventDimethyl SulfoxideHCID 679—
Product1-[2,4-Bis(trifluoromethyl)benzyl]azetidine-3-carbaldehydeHCID 8667867665%

Reaction Steps

To a solution of {1-[2,4-bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol (313 mg) and triethylamine (607 mg) in DMSO (5 mL) was added sulfur trioxide pyridine complex (477 mg) at room temperature. The reaction mixture was stirred at room temperature overnight. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (202 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-56829e402d7247798566fb5f33dcdbac
Source noteuspto-grants-2014_07