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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1179329Generated: November 4, 2026

o-Xylyl bromide → N-(2-methylbenzyl)4-piperidone

https://huagongshe.com/reaction/1179329

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-Xylyl bromideHCID 6992—
ReactantPotassium CarbonateHCID 11430—
ReactantPiperonylamineHCID 2723901—
SolventAcetonitrileHCID 6342—
ProductN-(2-methylbenzyl)4-piperidoneHCID 11959536—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of 2.00 g of 4-piperidone monohydrate hydrochloride and 5.40 g of potassium carbonate in 30 ml of CH3CN was added dropwise 1.57 ml of 2-methyl benzyl bromide at 0° C. After stirred at 0° C. or 3.5 h, the mixture was stirred at room temperature for an hour. At 0° C., the mixture was quenched with water and extracted with CHCl3. The organic layer was washed with water, aqueous NaOH, and brine, and dried over anhydrous Na2SO4. The organic solvent was evaporated to give the crude product of 2.52 g of N-(2-methylbenzyl)-4-piperidone as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07279490B2
Source datasetuspto-grants-2007_10
ORD IDord-26b9fb9c1a1f408b8fd40ab93358bda6
Source noteuspto-grants-2007_10