Reacción #1869188

ord-04563999b3a041a0b74bd013cbe3b613

Ecuación de reacción

N#Cc1ccc2[nH]ccc(=O)c2c1
( b )
N#Cc1ccc2[nH]ccc(=O)c2c1
4-Oxo-1,4-dihydro-quinoline-6-carbonitrile
BrP(Br)Br
phosphorous tribromide
N#Cc1ccc2nccc(Br)c2c1
product
Rendimiento 87.0%
N#Cc1ccc2nccc(Br)c2c1
4-Bromo-quinoline-6-carbonitrile
Rendimiento 87.0%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe product was filtered off
  2. 2
    Lavadowashed with water and air
  3. 3
    Otrodried

Procedimiento

To a solution of (b) (12 g, 70.5 mmol) in DMF (75 ml) was added dropwise phosphorous tribromide (8 ml, 84.6 mmol) over five minutes (slightly exothermic). The reaction was allowed to cool to room temperature and was then diluted with ice water (100 ml) and stirred 1 hour then diluted with additional water (300 ml). The product was filtered off, washed with water and air dried to provide 14.3 g of product (87%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07498326B2uspto-grants-2009_03