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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 457214Generated: October 30, 2026

p-Bromochlorobenzene → HCID 66757958, compound

https://huagongshe.com/reaction/457214

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-BromochlorobenzeneHCID 7806—
ReactantBinap, (A+-)-HCID 634876—
Reactant(R)-1-Boc-3-methylpiperazineHCID 2756811—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 66757958HCID 66757958—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a mixture of 4-chlorobromobenzene (0.53 g, 2.75 mmol) and 3-(R)-Methyl-piperazine-1-carboxylic acid tert-butyl ester (0.5 g, 2.5 mmol) in toluene (20 mL) was added tris(dibenzylideneacetone)dipalladium(0) (0.029 g, 0.032 mmol), BINAP (0.058 g, 0.093 mmol) and sodium-t-butoxide (1.01 g, 10.5 mmol). The resulting mixture was heated 110° C. for 20 h. The solvent was evaporated and the residue was taken up in ethyl acetate and washed with saturated aqueous sodium bicarbonate and brine and dried over magnesium sulfate. Column chromatography (10% ethyl acetate/hexane) provided the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07186729B2
Source datasetuspto-grants-2007_03
ORD IDord-f5c90adc7f4c4ed79c33d7c26919514a
Source noteuspto-grants-2007_03