Sodium Hydroxide → HCID 19095347, compound

Participants

Reaction Steps

N-[2-[2-(3,4-Dichlorophenyl)-pyrrol-1-yl]ethyl]-acetamide (4.6 g) was treated with 25 ml of phosphorus oxychloride under argon and boiled for 1 hour while stirring. The reaction mixture was hydrolyzed at 0° C. with 70 ml of 2N sodium hydroxide solution and 120 ml of 28% sodium hydroxide solution, diluted with 1400 ml of water and extracted with methylene chloride (1×500 ml, 2×250 ml). The organic extracts were combined, dried with MgSO4 and freed from solvent. 2.0 g of a total of 3.8 g of crude product were dissolved in a 20-fold amount of ethanol and treated with 1.1 equivalents of a saturated solution of fumaric acid in ethanol. There were obtained 2.1 g (65%) of 6-(3,4-dichlorophenyl)-3,4-dihydro-1-methylpyrrolo[1,2-a]pyrazine fumarate (1:1); m.pt.: 193°-195° C. (dec.).

Provenance & Evidence