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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416648Generated: November 2, 2026

Bromobenzene → HCID 27441130, compound

https://huagongshe.com/reaction/2416648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantSodium BicarbonateHCID 516892—
ReactantBinap, (A+-)-HCID 634876—
Reactant2-Methylpiperazine, (S)-HCID 2734219—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 27441130HCID 27441130—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of bromobenzene (300 mg), (S)-2-methylpiperazine (230 mg), (S)-(−)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) (48 mg), sodium tert-butoxide (266 mg), tris-(dibenzylideneacetone)dipalladium(0) (26 mg) and toluene (15 ml) was stirred at 100° C. for 4 hours under a nitrogen atmosphere. The mixture was cooled to room temperature and saturated aqueous sodium hydrogencarbonate solution was added thereto. The organic layer was separated, washed with brine and dried over magnesium sulfate. The solvent was removed under reduced pressure. The obtained crude product was purified by silica gel column chromatography (chloroform-methanol 20:1) to give the title compound in a pure form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825200B1
Source datasetuspto-grants-2004_11
ORD IDord-36833c21b2ce479a9400a71f1b09c767
Source noteuspto-grants-2004_11