Reacción #7506

Ecuación de reacción

H2O

5,10-dihydro-imidazo[1,2-b]-isoquinoline-7,8-diol

K2CO3

DMF

→

5,10-dihydro-7,8-dimethoxyimidazo[1,2-b]isoquinoline

Rendimiento 8.4%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtained
2. 2
   Temperaturacooled
3. 3
   Filtraciónfiltered over dicalite
4. 4
   OtroThe filtrate was separated into its layers
5. 5
   LavadoThe organic layer was washed with H2O
6. 6
   Secadodried (MgSO4)
7. 7
   Filtraciónfiltered
8. 8
   Otrothe solvent was evaporated
9. 9
   OtroThe residue was purified over silica gel on a glass
10. 10
    Filtraciónfilter (eluent: CH2Cl2/CH3OH 100/0 to 97/3)
11. 11
    OtroThe pure fractions were collected
12. 12
    Otrothe solvent was evaporated

Procedimiento

A mixture of 5,10-dihydro-imidazo[1,2-b]-isoquinoline-7,8-diol, obtained according to the procedure described in Ex.No. A8 c, (0.155 mol), phenyltrimethylammonium chloride (0.31 mol) and K2CO3 (0.68 mol) in DMF (400 ml) was stirred at 90° C. for 20 hours, cooled, poured out into H2O and filtered over dicalite. The filtrate was separated into its layers. The organic layer was washed with H2O, dried (MgSO4), filtered and the solvent was evaporated. The residue was purified over silica gel on a glass filter (eluent: CH2Cl2/CH3OH 100/0 to 97/3). The pure fractions were collected and the solvent was evaporated, yielding 3 g of 5,10-dihydro-7,8-dimethoxyimidazo[1,2-b]isoquinoline (8.4%) (interm. 22).

Fuente