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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923413Generated: October 29, 2026

Acetic Acid → HCID 178451896, compound

https://huagongshe.com/reaction/923413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-FluoroanilineHCID 9731—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 178451901HCID 178451901—
SolventMethanolHCID 887—
ProductHCID 178451896HCID 178451896100%

Reaction Steps

To a mixture of the product from Example 95A (1.0 g, 3.17 mmol), 4-fluoroaniline (304 μL, 3.17 mmol) and AcOH (150 μL) in MeOH (30 mL) was added sodium cyanoborohydride (199 mg, 3.17 mmol). The mixture was stirred at rt overnight, and was then quenched with aqueous 1N HCl followed by stirring for 5 minutes. A few drops of aqueous NH4OH were added, and the mixture was diluted with EtOAc and washed with saturated aq. NaHCO3, H2O, and brine. The organic layer was dried (MgSO4), filtered and concentrated to afford the title compound (1.3 g, 100%). MS (ESI) m/z 411 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278922B2
Source datasetuspto-grants-2016_03
ORD IDord-c28600bdbfee460f91077159b030a9b7
Source noteuspto-grants-2016_03