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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405189Generated: October 27, 2026

Potassium Carbonate → N-(2-bromo-6-chloro-4-(trifluoromethyl)benzyl)-2',4'-dichloro-[1,1'-biphenyl]-4-amine

https://huagongshe.com/reaction/405189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2',4'-Dichloro-[1,1'-biphenyl]-4-amineHCID 9964725—
Reactant2-Bromo-6-chloro-4-(trifluoromethyl)benzaldehydeHCID 86674263—
Solvent1,2-DichloroethaneHCID 11—
SolventAcetic AcidHCID 176—
SolventEthyl AcetateHCID 8857—
ProductN-(2-bromo-6-chloro-4-(trifluoromethyl)benzyl)-2',4'-dichloro-[1,1'-biphenyl]-4-amineHCID 86674262—

Reaction Steps

A DCE solution (33 mL) of 2-bromo-6-chloro-4-(trifluoromethyl)benzaldehyde (3.7 g, 12.9 mmol), 2′,4′-dichloro-[1,1′-biphenyl]-4-amine (3.4 g, 14.4 mmol), and HOAc (3.0 mL) was heated to 70° C. After 10 min the homogeneous solution was cooled to room temperature and solid NaBH(OAc)3 (5.46 g, 25.8 mmol) was added and the resulting mixture was warmed to 40° C. After 30 min, EtOAc and 2 M K2CO3 were added and the layers were separated. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with 4 M NaCl, dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748624B2
Source datasetuspto-grants-2014_06
ORD IDord-0aa8328cf29846d98121f0bb3f721d1e
Source noteuspto-grants-2014_06