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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437684Generated: November 1, 2026

Water → HCID 86761015, compound

https://huagongshe.com/reaction/1437684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromobenzeneHCID 7961—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 86761016HCID 86761016—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 86761015HCID 8676101555%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a solution of the compound (200 mg) obtained in Example 509, bromobenzene (0.054 ml), tris(dibenzylideneacetone)dipalladium(0) (11 mg) and sodium tert-butoxide (94 mg) in toluene (5.0 ml), (±)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl((±)-BINAP) (7.3 mg) was added, and the reaction mixture was stirred at 85° C. for 17 hours under argon atmosphere. The reaction mixture was poured into water, and then the product was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried, and then the solvent was evaporated under reduced pressure. The obtained residue was isolated and purified by silica gel column chromatography (ethyl acetate hexane=1:10→1:4) to obtain the title compound as colorless oil (120 mg, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622487B2
Source datasetuspto-grants-2009_11
ORD IDord-162da35abeab40e2ade419bdd6239758
Source noteuspto-grants-2009_11