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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360587Generated: October 30, 2026

Phenethyl bromide → HCID 10106733, compound

https://huagongshe.com/reaction/2360587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethyl bromideHCID 7666—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 10106733HCID 1010673384%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of ethyl isonipecotate (64 mmol; 10.0 g), anhydrous potassium carbonate (192 mmol; 26.5 g) and phenylethyl bromide (77 mmol, 14.25 g) in anhydrous N,N-dimethylformamide (100 ml) was stirred at 70° C. for 5 hours 30 minutes. After cooling, the reaction mixture was diluted with water (300 ml) and extracted with ethyl acetate (3×200 ml). The combined organic phases were washed with saturated NaCl solution (3×100 ml), dried over sodium sulfate and evaporated under reduced pressure. A crude product was obtained, which was purified on a column of alumina (eluting with 2/1 n-hexane/ethyl acetate) to give 14.0 g (84%) of pure product as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686147B2
Source datasetuspto-grants-2014_04
ORD IDord-15f468eacc54423f82343dd6eb827709
Source noteuspto-grants-2014_04