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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265073Generated: October 28, 2026

Acetic Acid → HCID 60135625, compound

https://huagongshe.com/reaction/2265073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium HydroxideHCID 14798—
Reactant4-Hydroxy-2-ButanoneHCID 111509—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexaneHCID 59337591—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 60135625HCID 6013562598.7%

Reaction Steps

To a suspension of (1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane (Preparation 18, 100 mg) in tetrahydrofuran (1.1 mL), 4-hydroxy-2-butanone (0.66 mmol), acetic acid (0.66 mmol) and NaBH(OAc)3 (0.88 mmol) were added. The mixture was stirred at room temperature for 2 h. After addition of NaOH (1M), the solvent was eliminated under vacuo, the residue was dissolved in ethyl acetate and the organic layer was washed with H2O and dried over Na2SO4. This solution was concentrated in vacuo to give 130 mg of the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855298B2
Source datasetuspto-grants-2010_12
ORD IDord-06ba4f086a0a497eba023ae1c178c8c9
Source noteuspto-grants-2010_12