Sodium Hydroxide → HCID 19095355, compound

Participants

Reaction Steps

N-[2-(2-Phenylpyrrol-1-yl]-ethyl]acetamide (5.0 g) was added to 30 ml of phosphorus oxychloride under argon and the mixture was boiled under reflux for 1 hour. The cooled mixture was hydrolyzed with 100 ml of 2N sodium hydroxide solution and 230 ml of 28% sodium hydroxide solution (cooling with ice), diluted with 2000 ml of water and extracted with methylene chloride (1×350 ml, 3×200 ml). The organic phases were combined, dried with MgSO4 and freed from solvent. 1.0 g of a total of 4.5 g of crude product was dissolved in a 30-fold amount of ethanol and treated with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There was obtained 0.9 g (57%) of 3,4-dihydro-1-methyl-6-phenylpyrrolo[1,2-a]pyrazine fumarate (1:1); m.pt.: 175° C. (dec.).

Provenance & Evidence