Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428854Generated: November 1, 2026

Ethyl Acetate → HCID 178444662, compound

https://huagongshe.com/reaction/428854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 178444665HCID 178444665—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178444662HCID 17844466290.1%

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:amnonia 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 numberUS06313312B1
Source datasetuspto-grants-2001_11
ORD IDord-7865d4e490c645f2ab7aa5cb26b7d5ce
Source noteuspto-grants-2001_11