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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 224Generated: October 26, 2026

1-Phenethylpiperazine → 1-Benzofuran-7-yl-4-phenethyl-piperazine; hydrochloride

https://huagongshe.com/reaction/224

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PhenethylpiperazineHCID 79214—
Reactant7-Bromo-1-benzofuranHCID 113628—
ReagentSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
Product1-Benzofuran-7-yl-4-phenethyl-piperazine; hydrochlorideHCID 1001804762.12%

Reaction Conditions

Temperature110 °C

Reaction Steps

A dried Radley tube was charged with rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (6.32 mg, 10.15 µmol), Tris(dibenzylideneacetone)dipalladium(0) (4.65 mg, 5.08 µmol) and Sodium tert- butoxide (34.1 mg, 0.36 mmol). Argon atmosphere was introduced and toluene (3ml) was added followed by 7-bromobenzofuran (50mg, 0.25 mmol) and 1-phenethylpiperazine (48.3 mg, 0.25 mmol). The reaction mixture was heated at reflux over night. 2010-03-25 The reaction mixture was filtered, concentrated and purified by flash chromatography (Isolute Si 10g, heptane: ethyl acetate; 4:1) to give 1-(benzofuran-7-yl)-4-phenethylpiperazine (48.3 mg, 62.1 %)

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-8cfc6888cfb048a3bbd7a788345f4499
Source note750 AstraZeneca ELN dataset