Reacción #1869187

ord-0e707d5fa7344215a30237ad995c66c0

Ecuación de reacción

CC1(C)OC(=O)C(=CNc2ccc(C#N)cc2)C(=O)O1
Intermediate ( a )
CC1(C)OC(=O)C(=CNc2ccc(C#N)cc2)C(=O)O1
4-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-benzonitrile
c1ccc(-c2ccccc2)cc1.c1ccc(Oc2ccccc2)cc1
Dowtherm A
N#Cc1ccc2[nH]ccc(=O)c2c1
gold
Rendimiento 94.3%
N#Cc1ccc2[nH]ccc(=O)c2c1
4-Oxo-1,4-dihydro-quinoline-6-carbonitrile
Rendimiento 94.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaAfter an additional five minutes at reflux
  2. 2
    FiltraciónThe product was filtered off
  3. 3
    Lavadothoroughly washed with ether
  4. 4
    Otroair dried

Procedimiento

Intermediate (a) (27.5 g, 0.101 mol) was slowly added over five minutes to refluxing Dowtherm A (200 ml). After an additional five minutes at reflux, the mixture was allow to cool to room temperature then ether (200 ml) was added. The product was filtered off, thoroughly washed with ether then air dried to afford the product as a gold coloured solid (16.2 g, 94%).

Fuente

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