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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873692Generated: October 25, 2026

1-Bromo-4-iodobenzene → HCID 12169538, compound

https://huagongshe.com/reaction/873692

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-iodobenzeneHCID 11522—
Reactant1,1'-BinaphthylHCID 11789—
Reactant4-BenzylpiperidineHCID 31738—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12169538HCID 12169538—

Reaction Steps

A mixture of 1-bromo-4-iodo benzene (0.500 g), 4-benzylpiperidine (0.25 mL), sodium-tert-butylate (0.238 g), tris(dibenzylideneacetone)dipalladium (0.016 g) and 2,2′-bis/diphenylphosphino)-1,1′-binaphtyl racemate (0.018 g) is dissolved in tetrahydrofuran and stirred at room temperature overnight. The reaction mixture is concentrated and the resulting residue is loaded on Celite and purified by silica gel chromatography (4:1 hexanes/ethyl acetate) to give 4-benzyl-1-(4-bromo-phenyl)-piperidine as a light yellow syrup. MS (m/z): 331 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975439B2
Source datasetuspto-grants-2015_03
ORD IDord-5faeecc2351246c99104ab2c5f4c10c6
Source noteuspto-grants-2015_03