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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265155Generated: November 1, 2026

Tetrahydrofuran → HCID 68427102, compound

https://huagongshe.com/reaction/2265155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 77858697HCID 77858697—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 68427102HCID 68427102106%

Reaction Conditions

Temperature0 °C

Reaction Steps

In a nitrogen atmosphere, 152 mg of lithiumaluminium hydride was added to tetrahydrofuran (20 mL) solution of 500 mg of methyl (3RS,4SR)-1-methyl-4-o-tolylpiperidine-3-carboxylate obtained in Production Example 31-1, at 0° C., and stirred at 0° C. for 30 minutes. 0.15 mL of water, 0.15 mL of aqueous 15% sodium hydroxide solution and 0.46 mL of water were added to the reaction liquid in that order, and stirred at room temperature for 1 hour. This was diluted with ethyl acetate, and dried with anhydrous sodium sulfate, and the insoluble substance was removed through filtration through Celite. The filtrate was distilled under reduced pressure, and the residue was separated and purified through silica gel column chromatography (chloroform/methanol=70/30) to obtain 470 mg of the entitled compound as a pale yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855294B2
Source datasetuspto-grants-2010_12
ORD IDord-f93b1d069eb944e1b3ee937f5e822f9f
Source noteuspto-grants-2010_12