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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634758Generated: October 31, 2026

Sodium Hydroxide → 4-((2S)-2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-9H-fluoren-9-ol

https://huagongshe.com/reaction/1634758

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantSodium SulfateHCID 24436—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant4-(2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-fluoren-9-oneHCID 23553507—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-((2S)-2-Hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-9H-fluoren-9-olHCID 1027659974.5%

Reaction Steps

A solution of 4-(2-hydroxy-3-{[1-(3,3,3-trifluoro-propyl)-piperidin-4-ylmethyl]-amino}-propoxy)-fluoren-9-one (0.060 g, 0.13 mmol) in 4 mL THF was treated with LAH (0.010 g, 0.26 mmol) and stirred at ambient temperature overnight. Heated to reflux and cooled. The excess LAH was decomposed by the sequential addition of 0.01 mL of each of water and 1 N NaOH, 0.03 mL of water and 0.5 g Na2SO4. The solids were filtered and the filtrate concentrated in vacuo to give 0.045 g of the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06506901B2
Source datasetuspto-grants-2003_01
ORD IDord-8e8ac1b265014c1c929ac597a4daa765
Source noteuspto-grants-2003_01