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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359352Generated: October 30, 2026

Hexane → HCID 58495810, compound

https://huagongshe.com/reaction/2359352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
Reactant2,2-Difluoro-2-(fluorosulfonyl)acetic acidHCID 2737516—
ReactantBenzyl 3-(hydroxymethyl)piperidine-1-carboxylateHCID 2776577—
ReactantAmmonia methanolHCID 21705897—
CatalystCopper iodideHCID 83717—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
ProductHCID 58495810HCID 5849581061%

Reaction Conditions

Temperature80 °C

Reaction Steps

Benzyl 3-(hydroxymethyl)piperidine-1-carboxylate (2.49 g, 10.0 mmol) was dissolved in acetonitrile (100 mL), to which copper iodide (I) (2.86 g, 15.0 mmol) and 2,2-difluoro-2-(fluorosulfonyl)acetic acid (2.66 g, 15.0 mmol) were added, followed by stirring at 80° C. for 20 minutes. The mixture was brought down to room temperature, to which adequate amounts of hexane and ethyl acetate were added, followed by neutralization with a 2M ammonia/methanol solution. Impurities were filtered off, and the solvent was distilled off under reduced pressure. The residue thus obtained was purified by basic silica gel column chromatography (hexane:ethyl acetate, 100:0-0:100, V/V) to give the desired title compound (1.82 g, yield 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685981B2
Source datasetuspto-grants-2014_04
ORD IDord-b2bf19e2c4fb446281673320570400d1
Source noteuspto-grants-2014_04