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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917229Generated: October 31, 2026

p-Bromochlorobenzene → HCID 66757958, compound

https://huagongshe.com/reaction/917229

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 numberUS07271176B2
Source datasetuspto-grants-2007_09
ORD IDord-853264cd92714e16a268a3c0392a9c90
Source noteuspto-grants-2007_09