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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387730Generated: November 1, 2026

Benzophenone imine → HCID 67281784, compound

https://huagongshe.com/reaction/2387730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzophenone imineHCID 136809—
ReactantSodium t-butoxideHCID 23676156—
Reactant(+/-)-2,2-Bis(diphenylphosphino)-1,1-binaphthylHCID 86595863—
ReactantHCID 86664267HCID 86664267—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
ProductHCID 67281784HCID 67281784—

Reaction Conditions

Temperature100 °C

Reaction Steps

Benzophenoneimine (55.3 ul), 2,2-bis(diphenylphosphino)-1,1-binaphthyl (29.3 mg), sodium tert-butoxide (22.6 mg) and Pd2DBA3 (15.3 mg) were added to a toluene (0.5 ml) solution of the compound 319-1 (30 mg). The reaction solution was heated to 100° C. and stirred for 3 hours. Diethyl ether was added to the reaction solution, and the obtained mixture was filtered with Celite. The filtrate was concentrated under reduced pressure. 2 M hydrochloric acid (78.5 ul) was added to a THF (1 ml) solution of the residue, and the obtained mixture was stirred at room temperature for 12 hours. A saturated sodium bicarbonate aqueous solution was added to the reaction solution, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=9:1 to ethyl acetate), so as to obtain the title compound (17 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268848B2
Source datasetuspto-grants-2012_09
ORD IDord-2fddb126e2a04dc8a351854a33bc67ed
Source noteuspto-grants-2012_09