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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620483Generated: November 3, 2026

Sodium Hydroxide → {1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol

https://huagongshe.com/reaction/1620483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 1-[2,4-bis(trifluoromethyl)benzyl]azetidine-3-carboxylateHCID 86678674—
SolventTetrahydrofuranHCID 8028—
Product{1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanolHCID 8667867557.5%

Reaction Steps

To a solution of methyl 1-[2,4-bis(trifluoromethyl)benzyl]azetidine-3-carboxylate (341 mg) in THF (5 mL) was added a suspension of lithium aluminum hydride (38 mg) in THF (5 mL) under ice-cooling. The reaction mixture was stirred at room temperature overnight. To the reaction mixture was added 1N aqueous sodium hydroxide solution under ice-cooling. The precipitate was removed by filtration, the filtrate was concentrated, and the residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (180 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-45e20b7672d94fbe8e0a92bc877e7fab
Source noteuspto-grants-2014_07