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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677086Generated: October 31, 2026

Tetrahydrofuran → HCID 67371748, compound

https://huagongshe.com/reaction/1677086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactantmethyl (2R,6S)-6-(3,4,5-trifluorophenyl)piperidine-2-carboxylateHCID 67372196—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67371748HCID 6737174898.4%

Reaction Steps

Under a nitrogen atmosphere, a tetrahydrofuran (10 mL) solution of (2R,6S)-6-(3,4,5-trifluorophenyl)piperidine-2-carboxylic acid methyl ester (3.25 g) was added dropwise at −20° C. into a tetrahydrofuran (50 mL) suspension of lithium aluminum hydride (621 mg). After confirming the disappearance of the raw materials, water (0.62 mL), 5 N sodium hydroxide solution (0.62 mL), and water (1.86 mL) were added in sequence to the reaction solution at the same temperature. After stirring for 15 minutes at the same temperature, ethyl acetate was added, and the resultant was filtered on celite. The filtrate was passed through a silica pad (carrier: Chromatrex NH, eluting solvent: ethyl acetate), and by removing the solvent under a vacuum, the title compound (2.87 g) was obtained. The physical property values are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008293B2
Source datasetuspto-grants-2011_08
ORD IDord-cc05be737a0148189c265a275420dbea
Source noteuspto-grants-2011_08