Bromomethyl 4-methoxyphenyl ketone → 2-(4-methoxyphenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole

Participants

Reaction Conditions

Reaction Steps

To a solution of 6.8 g (29.7 mmoles) of 2-bromo-4-methoxyacetophenone in 50 ml of CHCl3 was added a solution of 5 g (59.4 mmoles) of 2-iminopyrrolidine in 30 ml of CHCl3 with chilling. After 4 hours of stirring at 25° C., the solvent was removed in vacuo. The residue was dissolved in water, the pH adjusted to 2.5 and the solution heated on a steam bath under argon atmosphere for 8 hours. The cooled solution was adjusted to pH 6. The resulting precipitate, filtered, washed with water and dried in vacuo to afford the titled compound, mp 116°-117.5° C.

Provenance & Evidence