HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(2-bromo-6-chloro-4-(trifluoromethyl)benzyl)-2',4'-dichloro-[1,1'-biphenyl]-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2',4'-Dichloro-[1,1'-biphenyl]-4-amine | HCID 9964725 | — |
| Reactant | 2-Bromo-6-chloro-4-(trifluoromethyl)benzaldehyde | HCID 86674263 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(2-bromo-6-chloro-4-(trifluoromethyl)benzyl)-2',4'-dichloro-[1,1'-biphenyl]-4-amine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748624B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-0aa8328cf29846d98121f0bb3f721d1e |
| Source note | uspto-grants-2014_06 |