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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1477665Generated: November 2, 2026

Tetrahydrofuran → HCID 117839862, compound

https://huagongshe.com/reaction/1477665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1-Bromo-4-fluorobenzeneHCID 9993—
Reactanttert-Butyl 2-methyl-4-oxopiperidine-1-carboxylateHCID 12992764—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 117839862HCID 117839862100.7%

Reaction Steps

To a tetrahydrofuran solution (10 mL) of 1-bromo-4-fluorobenzene (492 mg, 2.81 mmol), n-butyl lithium (1.62 M, hexane solution) (1.73 mL, 2.81 mmol) was added at −78° C. and the resultant mixture was stirred for 40 minutes. To the reaction solution, a tetrahydrofuran solution of tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate (500 mg, 2.34 mmol) was added and the resultant mixture was stirred at room temperature for 1 day. After completion of the reaction, water was added to the reaction solution and extraction from the resultant mixture with ethyl acetate was performed. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain a crude product (729 mg) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403798B2
Source datasetuspto-grants-2016_08
ORD IDord-421e59abf1644513879dabe0615ba48e
Source noteuspto-grants-2016_08