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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1165859Generated: October 31, 2026

Phenethyl bromide → MDL 11,939

https://huagongshe.com/reaction/1165859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethyl bromideHCID 7666—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenyl-piperidin-4-yl-methanolHCID 339086—
SolventDimethylformamideHCID 6228—
ProductMDL 11,939HCID 71781—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of alpha-phenyl-4-piperidinemethanol (1.5 g, 7.8 mmol), 2-bromoethyl benzene (1.1 ml, 8.0 mmol) and potassium carbonate (1.1 g, 8.0 mmol) in dry DMF (20 ml) was heated at 80° C. over the weekend (60 h). The excess DMF was distilled off at reduced pressure and the residue was dissolved in ethyl acetate. The organic phase was washed with H2O (3×100 ml), saturated aqueous NaCl (1×100 ml), dried (MgSO4), filtered and evaporated to give a pale yellow oil which eventually crystallized. After recrystallization from ethyl acetate-hexane, a white crystalline solid was obtained, mp 125°-128° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04912117
Source datasetuspto-grants-1990_03
ORD IDord-65eef31d536b4530b934be45021cdba8
Source noteuspto-grants-1990_03