Reaction #5034

Reaction equation

6,7,8,9-tetrahydro-7-methyl-1H-pyrrolo[2,3-f]isoquinoline-2,3-dione

α-chloroethylchloroformate

→

6,7,8,9-tetrahydro-1H-pyrrolo[2,3-f]isoquinoline-2,3-dione

Solvents

1,2-dichloroethane

Conditions

Workup

1. 1
   Temperatureto reflux for 1 hour, whereafter it
2. 2
   Filtrationfiltered
3. 3
   OtherThe filtrate was evaporated
4. 4
   workup.DISSOLUTIONthe residue dissolved in methanol (10 ml)
5. 5
   Temperaturerefluxed for 10 min
6. 6
   OtherEvaporation of the solvent
7. 7
   workup.WAITleft the crude title compound as a solid, M.p. 270° C.

Procedure

To an ice cooled stirred suspension of 6,7,8,9-tetrahydro-7-methyl-1H-pyrrolo[2,3-f]isoquinoline-2,3-dione (500 mg) in 1,2-dichloroethane (10 ml) was added α-chloroethylchloroformate (0.25 ml). The mixture was then brought to reflux for 1 hour, whereafter it was cooled to room temperature and filtered. The filtrate was evaporated, the residue dissolved in methanol (10 ml) and refluxed for 10 min. Evaporation of the solvent left the crude title compound as a solid, M.p. 270° C.

Source