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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668373Generated: November 2, 2026

Cesium carbonate → HCID 59239861, compound

https://huagongshe.com/reaction/1668373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantEthyl 4-bromobenzoateHCID 22043—
Reactanttert-Butyl carbazateHCID 70091—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 59239861HCID 5923986197.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

Ethyl 4-bromobenzoate (25.0 g), tert-butyl hydrazinecarboxylate (28.8 g), tris(dibenzylideneacetone)dipalladium(0) (1.00 g), 1,1′-bis(diphenylphosphino)ferrocene (1.82 g) and cesium carbonate (35.6 g) were added to toluene (220 ml) under an argon atmosphere, and the mixture was stirred at 100° C. for 18 hr. The reaction mixture was filtered through celite, and the residue was washed with dichloromethane. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1, volume ratio) to give the title compound (29.9 g). A part of the compound was recrystallized from ethyl acetate-diisopropyl ether to give a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989445B2
Source datasetuspto-grants-2011_08
ORD IDord-4c9a1ae2387f44929b8b5561e0095333
Source noteuspto-grants-2011_08