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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084607Generated: October 29, 2026

Tetrahydrofuran → 4-(4-Fluorophenyl)-3-piperidinemethanol

https://huagongshe.com/reaction/2084607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAluminium lithium hydrideHCID 21226445—
Reactanttrans-4-(4-Fluorophenyl)-3-carboxyethylpiperidin-6-oneHCID 69829520—
Product4-(4-Fluorophenyl)-3-piperidinemethanolHCID 981568776%

Reaction Conditions

Temperature25 °C

Reaction Steps

Lithium aluminum hydride (1.0 molar solution in tetrahydrofuran, 0.75 ml, 0.75 mmol) was added gradually to a solution of trans-4-(4-fluorophenyl)-3-carboxyethylpiperidin-6-one (0.25g, 0.836 mmol) in tetrahydrofuran (3 ml) keeping the temperature below 25° C. The reaction mixture was stirred for 1 hour at 25° C., then quenched with 1 drop of water, followed by 2 drops 15% sodium hydroxide solution, and finally with 5 drops of water. Extraction with dichloromethane (35 ml) followed by evaporation of the dichloromethane phase gave 0.21 g of the title compound. Yield 76%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06716985B2
Source datasetuspto-grants-2004_04
ORD IDord-59f36b09cdea489d88b94d2acd13273b
Source noteuspto-grants-2004_04