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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038996Generated: November 2, 2026

Toluene → HCID 56655538, compound

https://huagongshe.com/reaction/1038996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-Bromo-3-fluorobenzotrifluorideHCID 142414—
ReactantSodium t-butoxideHCID 23676156—
Reactant2-(4-(Trifluoromethoxy)phenyl)-2,8-diazaspiro[4.5]decan-1-oneHCID 66742759—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventEthyl AcetateHCID 8857—
ProductHCID 56655538HCID 5665553866%

Reaction Conditions

Temperature80 °C

Reaction Steps

A sealed tube was charged with 4-bromo-3-fluorobenzotrifluoride (40 mg, 0.16 mmol), 2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (50 mg, 0.16 mmol), sodium tert-butoxide (17 mg, 0.18 mmol), tris(dibenzylidene acetone)dipalladium-(0) (15 mg, 0.02 mmol), BINAP (5 mg, 0.01 mmol) and toluene (2) under argon. The sealed tube was closed and immersed in an oil bath and heated to 80° C. for 15 h. The reaction mixture was allowed to cool to room temperature, diluted in ethyl acetate, filtered, and concentrated in vacuo to give a crude residue which was purified by flash column chromatography to yield the title compound as a light yellow solid (50 mg, 66%). MS (ESI): 477.1 (MH+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552024B2
Source datasetuspto-grants-2013_10
ORD IDord-74d344748a2c48e6882aff6226167989
Source noteuspto-grants-2013_10