Reacción #1994258

ord-385169d1f60d4714b26b893d582ccc4a

Ecuación de reacción

c1ccc(-c2ccc(N3c4ccccc4Cc4ccccc43)cc2)cc1
10-(biphenyl-4-yl)-9,10-dihydroacridine
O=C1CC(Br)C(=O)N1
bromosuccinimide
Brc1ccc2c(c1)Cc1ccccc1N2c1ccc(-c2ccccc2)cc1
10-(biphenyl-4-yl)-2-bromo-9,10-dihydroacridine
Rendimiento 77.7%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadothe resultant solution was washed with distilled water
  2. 2
    ExtracciónThen, an organic layer was extracted
  3. 3
    Secadodried with sodium sulfate so as
  4. 4
    Otroto remove the solvent
  5. 5
    OtroThe residue was purified by silica gel column chromatography (methylene chloride/n-hexane (1/20))

Procedimiento

The obtained 10-(biphenyl-4-yl)-9,10-dihydroacridine (15.3 g, 45.9 mmol) was added with chloroform (500 ml), and then with bromosuccinimide (9.8 g, 55.1 mmol). The resultant solution was stirred at room temperature for 2 hours. After the reaction was completed, the resultant solution was washed with distilled water. Then, an organic layer was extracted and dried with sodium sulfate so as to remove the solvent. The residue was purified by silica gel column chromatography (methylene chloride/n-hexane (1/20)) to obtain 10-(biphenyl-4-yl)-2-bromo-9,10-dihydroacridine compound (white solid, 14.7 g, yield 77%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08597802B2uspto-grants-2013_12