Potassium Carbonate → HCID 67849038, compound

Participants

Reaction Steps

Prepared as Example No. 1 from 1.4 g (5.78 mmoles) of 1-(3-pyrrolin-1-yl)methyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline, 1.6 g (11.59 moles) of anhydrous potassium carbonate and 1.5 g (6.71 moles) of 3,4-dichlorophenylacetyl chloride in 50 ml of dry chloroform. The work-up of the reaction mixture afforded 1.9 g of the crude product which was dissolved in 60 ml of ethyl acetate and the solution brought to acidic pH with HCl/diethyl ether. The precipitate was filtered, washed and dried, to yield 1.6 g of the title compound. C24H26Cl2N2O.HCl M.P.=254°-257° C. M.W.=465.843 Elemental analysis: Calcd. C,61.87; H,5.84; N,6.01; Cl,22.83; Found C,61.94; H,5.88; N,5.99; C1,22.75. I.R. (KBr): 3450; 2960; 2540; 1630; 1440 cm-1N.M.R. (CDCl3): δ12.5 (s, broad, 1H); 6.9-7.5 (m, 7H); (80 MHz) 6.1 (dd, 1H); 5.8 (s, 2H); 3.9-5.1 (m, 4H);

Provenance & Evidence