Reacción #94198

Ecuación de reacción

ethyl bromopyruvate

4-methylquinazoline

ethyl bromopyruvate

→

product

2-Carbethoxypyrrolo[1,2-c]quinazoline

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for two hours
2. 2
   OtroDuring this time, a tan solid formed
3. 3
   Temperaturato reflux overnight
4. 4
   OtroThe alcohol was removed in vacuo
5. 5
   workup.ADDITIONthe residue diluted with H2O
6. 6
   workup.ADDITIONSodium bicarbonate was added until effervescence
7. 7
   Extracciónthe aqueous mixture extracted with ether
8. 8
   Secadodried over Na2SO4
9. 9
   Filtraciónfiltered
10. 10
    Otrothe solvent removed in vacuo
11. 11
    Otroto yield a tan solid
12. 12
    OtroCrystallization from MeOH

Procedimiento

A solution of ethyl bromopyruvate (3.2g, 0.016 m) and 4-methylquinazoline (2.0g, 0.014 m) in dry ethanol (150 ml) was heated at reflux for two hours. During this time, a tan solid formed. Excess ethyl bromopyruvate was added (1.0g) and the reaction mixture was allowed to reflux overnight. After this time, the reaction was complete. The alcohol was removed in vacuo and the residue diluted with H2O. Sodium bicarbonate was added until effervescence ceased and the aqueous mixture extracted with ether. The ether extracts were combined, dried over Na2SO4, filtered and the solvent removed in vacuo to yield a tan solid. Crystallization from MeOH afforded the product as a white solid; m.p. 138°-139° C.

Fuente