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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2416650Generated: October 31, 2026

p-Bromochlorobenzene → HCID 69755312, compound

https://huagongshe.com/reaction/2416650

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-BromochlorobenzeneHCID 7806—
Reactantrel-(2R,6S)-2,6-dimethylpiperazineHCID 6950261—
ReactantSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 69755312HCID 6975531298%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-bromochlorobenzene (1.0 g), cis-2,6-dimethylpiperazine (716 mg), sodium tert-butoxide (728 mg), (S)-(−)-BINAP (97.6 mg), and tris(dibenzylideneacetone)dipalladium(0) (71.6 mg) in anhydrous toluene (50 ml) was heated at 100° C. under a nitrogen atmosphere for 3 hours. The dark colored reaction mixture was filtered through celite and the celite was washed with chloroform. The filtrate was concentrated, and the residue was purified by silica gel column chromatography (chloroform-methanol 60:1) to give the title compound as a yellow powder (1.15 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825200B1
Source datasetuspto-grants-2004_11
ORD IDord-ae56aa3ae13c416fbb34a53a7ba322b6
Source noteuspto-grants-2004_11