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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363657Generated: October 29, 2026

Ammonium Chloride → HCID 59821002, compound

https://huagongshe.com/reaction/1363657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant1-Bromo-4-tert-butylbenzeneHCID 77595—
Reactant4'-Trifluoromethoxy-biphenyl-2-ylamineHCID 2760724—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystBinap, (A+-)-HCID 634876—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventTolueneHCID 1140—
ProductHCID 59821002HCID 5982100289%

Reaction Steps

A mixture of 2-amino-4′-(trifluoromethoxy)biphenyl (633 mg, 2.50 mmol), 1-bromo-4-(tert-butyl)benzene (533 mg, 2.50 mmol), rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (124 mg, 0.2 mmol), bis(dibenzylideneacetone)palladium (0) (72 mg, 0.125 mmol), potassium tert-butoxide (1.68 g, 15.0 mmol) and toluene (10 ml) was stirred at 60° for 5 hours under argon atmosphere. After the reaction mixture was cooled to room temperature, saturated aqueous ammonium chloride. The mixture was filtered through celite and extracted with ethyl acetate. The residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=5:1) to give the title compound (857 mg, 89%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884234B2
Source datasetuspto-grants-2011_02
ORD IDord-56d7453118d24ee69d01e751e7729802
Source noteuspto-grants-2011_02