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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080103Generated: October 31, 2026

Toluene → HCID 82013681, compound

https://huagongshe.com/reaction/2080103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBenzylamineHCID 7504—
Reactant3-BromobenzonitrileHCID 23381—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Catalyst(+/-)-2,2-Bis(diphenylphosphino)-1,1-binaphthylHCID 86595863—
ProductHCID 82013681HCID 8201368158%

Reaction Conditions

Temperature80 °C

Reaction Steps

3-Bromo-benzonitrile (500 mg, 2.75 mmol), benzylamine (360 μl, 3.30 mmol), 2,2-bis(diphenylphosphino)-1,1′-binaphthyl (8.6 mg, 14 μmol), tris(dibenzylideneacetone)dipalladium(0) (19 mg, 21 μmol) and sodium tert-butoxide (370 mg, 3.85 mmol) were suspended in toluene (10 mL), and the mixture was stirred at 80° C. for 22 hours under nitrogen atmosphere. The reaction mixture was filtered through Celite pad, then, the filtrate was evaporated in vacuo, the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=15:1), and the title compound (331 mg, 1.59 mmol, 58%) was obtained as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-8b4a80eccaaf44298d725814da782d43
Source noteuspto-grants-2011_04