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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826349Generated: November 3, 2026

Ethyl Acetate → HCID 178444662, compound

https://huagongshe.com/reaction/1826349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 178444665HCID 178444665—
SolventTetrahydrofuranHCID 8028—
ProductAmmoniaHCID 222—
ProductHCID 178444662HCID 178444662180.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 3-hexyl-6-methyl-6-[3-(4H-1,2,4-triazol-3-yl)phenyl]-3-azabicyclo[3.1.0]hexan-2-one (Preparation 43, 220 mg, 0.65 mmol) in tetrahydrofuran (5 ml) at room temperature was added lithium aluminium hydride (1.3 ml, 1.30 mmol, 1.0M in THF) dropwise over a few minutes. The mixture was then heated under reflux for 2 hours and then cooled to 0° C. 2N sodium hydroxide (1.0 ml) was added cautiously followed by ethyl acetate (10 ml) and the mixture was stirred rapidly for 30 minutes, then filtered through celite. The filtrate was concentrated in vacuo and the residue was purified by silica column chromatography eluting with ethyl acetate:methanol:ammonia solution (0.880) (80:20:1) to afford the title compound (190 mg, 90%) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07049444B2
Source datasetuspto-grants-2006_05
ORD IDord-9a7115cede354c30857f1f2ec8f988b3
Source noteuspto-grants-2006_05