Reacción #93183

Ecuación de reacción

7-Bromo-9-(1,1-ethylenedioxy)ethyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione

N,N-dimethylethylenediamine

→

7-(2-dimethylaminoethyl)amino-9-(1,1-ethylenedioxy)ethyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowere subjected to reaction in a nitrogen stream
2. 2
   Temperaturawhile cooling with ice for 1 hour
3. 3
   workup.DISTILLATIONExcess of the N,N-dimethylethylenediamine was eliminated by distillation under reduced pressure
4. 4
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (2 ml)
5. 5
   workup.ADDITIONether (4 ml) was added

Procedimiento

7-Bromo-9-(1,1-ethylenedioxy)ethyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione (571 mg) prepared in the foregoing step and N,N-dimethylethylenediamine (10 ml) were subjected to reaction in a nitrogen stream while cooling with ice for 1 hour. Excess of the N,N-dimethylethylenediamine was eliminated by distillation under reduced pressure. The residue was dissolved in dichloromethane (2 ml) and ether (4 ml) was added thereto, whereby 7-(2-dimethylaminoethyl)amino-9-(1,1-ethylenedioxy)ethyl-6,9-dihydroxy-5,7,8,9,10,12-hexahydronaphthacene-5,12-dione was obtained as yellow crystals (124 mg). M.P., 192°-196° C.

Fuente