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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354542Generated: November 1, 2026

Water → (R)-4-ethyl-1-[4-(trifluoromethyl)phenyl]-2-azetidinone

https://huagongshe.com/reaction/1354542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(S)-N-[4-(trifluoromethyl)phenyl]-3-methanesulfonyloxypentanoic acid amideHCID 11961983—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product(R)-4-ethyl-1-[4-(trifluoromethyl)phenyl]-2-azetidinoneHCID 1010582590.2%

Reaction Steps

99.2 mg (0.884 mmol) of potassium tert-butoxide was suspended in tetrahydrofuran (1.5 mL) and a tetrahydrofuran solution (1.5 mL) containing 300 mg (0.884 mmol) of (S)-N-[4-(trifluoromethyl)phenyl]-3-methanesulfonyloxypentanoic acid amide produced in Example 3 was added dropwise thereto at room temperature for 5 minutes. After stirring at room temperature for further 5.5 hours, water (5 mL) was added and extraction was carried out with ethyl acetate. The organic layer was washed with saturated brine and the product was dried with anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to obtain (R)-4-ethyl-1-[4-(trifluoromethyl)phenyl]-2-azetidinone as a brown solid (194.0 mg). The reaction yield of the product was determined by the method described in Example 7 to be 81%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223859B2
Source datasetuspto-grants-2007_05
ORD IDord-9432fc51f56046d6bfa110b3b97c0926
Source noteuspto-grants-2007_05