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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553967Generated: October 30, 2026

Water → HCID 69067548, compound

https://huagongshe.com/reaction/553967

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantLithiumtriethylborohydrideHCID 23664628—
ReactantHCID 86612714HCID 86612714—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69067548HCID 69067548100.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of (1aR*,2R*,6aR*,7aS*)-2-(3,4,5-trifluorophenyl)octahydro-1-oxa-2a-aza-cyclopropa[b]naphthalen-3-one (123 mg) in THF (4.0 mL) was cooled to −78° C. Lithium triethyl borohydride (1 M solution in THF, 620 μL) was added to the reaction solution, which was then stirred at 0° C. for one hour. Water and ethyl acetate were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with brine, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system->ethyl acetate-methanol system) to obtain 125 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048878B2
Source datasetuspto-grants-2011_11
ORD IDord-d3f962fe17c747a5a922a5688b2cc8f3
Source noteuspto-grants-2011_11