Reacción #46315

Ecuación de reacción

compound

(±)-cis-1,2-Dihydroxy-6-methoxy-3,3,14-trimethyl-1,2,3,14-tetrahydro-7H-benzo[b]chromeno[6,5-g][1,8]naphthyridin-7-one

2-butanone

→

(±)-cis-7-Methoxy-4,4,15-trimethyl-15,15c-dihydro-4H-benzo[b][1,3]-dioxolo[4′,5′:3,4]chromeno[6,5-g][1,8]naphthyridin-2,8[3aH]-dione

Disolventes

Na2CO3

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture is refluxed for 4 days under argon
2. 2
   Temperaturaafter cooling
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   Secadodried over anhydrous sodium sulphate
5. 5
   Filtraciónfiltered
6. 6
   Otroevaporated to dryness under reduced pressure
7. 7
   Otroto be isolated

Procedimiento

635.62 mg of N,N′-carbonyldiimidazole are added to a solution of 200 mg of the compound of Example 3 in 90 ml of 2-butanone. The reaction mixture is refluxed for 4 days under argon and then, after cooling, diluted with an aqueous 5% Na2CO3 solution (15 ml) and extracted with ethyl acetate. The organic solutions are combined, dried over anhydrous sodium sulphate, filtered and then evaporated to dryness under reduced pressure. Chromatography on silica gel (dichloromethane and then a gradient of methanol in dichloromethane of from 0.1 to 1.5%) allow 78 mg of the expected product to be isolated.

Fuente