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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376832Generated: October 30, 2026

Hydrochloric Acid → HCID 54403381, compound

https://huagongshe.com/reaction/376832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3,5-DimethylisoxazoleHCID 9312—
Reactant3-Piperidinone, 1-methyl-HCID 79656—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54403381HCID 54403381—

Reaction Steps

To a solution of 3,5-dimethylisoxazol (4.86 g, 50 mmol) in dry tetrahydrofuran (15 ml) cooled to -78° C was added butyllithium (2.5 M in hexane, 50 mmol). The reaction mixture was stirred for 0.5 h. 1-methyl-piperidin-3-one (2.70 g, 23.9 mmol) dissolved in tetrahydrofuran (25 ml) was added. The reaction mixture was stirred for another 2 h at -78° C. Water (50 ml) was added and the reaction mixture was acidified with concentrated hydrochloric acid. The water phase was extracted with ether (2×50 ml), then made alkaline with potassium carbonate and extracted with methylene chloride (4×50 ml). The combined methylene chloride phases were dried over magnesium sulphate and evaporated giving the title compound in 4.18 g (83%) yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022868
Source datasetuspto-grants-2000_02
ORD IDord-9f994661d30748f18613c68794deea6d
Source noteuspto-grants-2000_02