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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923435Generated: November 1, 2026

Triethylamine → HCID 59540381, compound

https://huagongshe.com/reaction/923435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4,4-Difluoropiperidine hydrochlorideHCID 2758351—
Reactant(S)-1-Phenylethyl 2-bromo-2-phenylacetateHCID 59166394—
CatalystTetrabutylammonium IodideHCID 67553—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59540381HCID 5954038192.4%

Reaction Conditions

Temperature55 °C

Reaction Steps

To a solution of the product from Example 138A (1.00 g, 3.13 mmol) in tetrahydrofuran (20 mL) at room temperature was added triethylamine (1.75 mL, 12.5 mmol) and tetrabutylammonium iodide (0.46 g, 1.25 mmol). The mixture was stirred for 5 minutes and then 4,4-difluoropiperidine hydrochloride (0.74 g, 4.70 mmol) was added as the free base in THF. The mixture was stirred for 1 hour at room temperature and then heated to 55° C. overnight. The cooled mixture was washed with brine, concentrated, then purified by column chromatography (EtOAc-hexane) to provide the title compound (1.04 g, 92% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278922B2
Source datasetuspto-grants-2016_03
ORD IDord-3b43cd5895394a27a705b7731ed47867
Source noteuspto-grants-2016_03