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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368552Generated: October 30, 2026

Benzophenone imine → HCID 178450079, compound

https://huagongshe.com/reaction/1368552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzophenone imineHCID 136809—
ReactantHCID 22018349HCID 22018349—
ReactantSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 178450079HCID 178450079213.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-(6-Bromonaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (14.0 g), benzophenonimine (5.18 g), tris(dibenzylideneacetone)dipalladium (440 mg), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (872 mg) and sodium t-butoxide (5.72 g) were dissolved in toluene (140 ml). The solution was stirred at 80° C. for 18 h under argon atmosphere. The solution was cooled, and diluted with ethyl acetate. The mixture was filtered with celite, the residue was washed with ethyl acetate. The filtrate was concentrated and the residue was purified by silica gel chromatography (eluent, hexane:THF=1:1), then recrystallized from hexane-THF (4:1) to give the titled compound (14.3 g) as a yellow powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573289B1
Source datasetuspto-grants-2003_06
ORD IDord-865ea257d4d34e628c376fa0914bbfd0
Source noteuspto-grants-2003_06