Fumaric Acid → HCID 19095334, compound

Participants

Reaction Steps

3,4-Dihydro-1-methyl-6-phenylpyrrolo[1,2-a]pyrazine (1.1 g) was dissolved in a mixture of 50 ml of methanol and 5 ml of water under argon. The solution was treated portionwise with 0.9 g of sodium borohydride while stirring and stirred at room temperature overnight. Thereafter, the methanol was removed in a vacuum, the residue was taken up in 100 ml of methylene chloride and washed with 100 ml of 10% ammonia solution. The phases were separated and the aqueous phase was extracted twice with 50 ml of methylene chloride each time. The organic phases were combined, dried with MgSO4 and freed from solvent. The crude product, 1.1 g of yellow oil, was dissolved in a 10-fold amount of ethanol and boiled briefly with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. The separated colourless crystals were recrystallized from a 30-fold amount of methanol. There was obtained 0.5 g (37%) of 1,2,3,4-tetrahydro-1-methyl-6-phenylpyrrolo[1,2-a]pyrazine fumarate (1:1); m.pt.: 153°-154° C. (dec.).

Provenance & Evidence