HCID 68138655, compound → HCID 68138838, compound

Participants

Reaction Steps

A solution of α-(o-bromophenyl)-2-imidazoline-methanol (16.0 g.) in acetone (600 ml.) and water (150 ml.) was stirred with deactivated precipitated manganese dioxide (100 g.) for 24 hours. [The commerical precipitated manganese dioxide was deactivated by stirring with water for 1 hour. and drying in a vacuum oven at ca.65°-70°C for 5 hours]. After filtering and washing the manganese dioxide with acetone, the solution was evaporated to a small volume under reduced pressure, diluted with water and extracted with chloroform. The combined extracts were dried (MgSO4), the solvent removed and the residue allowed to crystallise from a small volume of ether to yield crude o-bromophenyl 2-imidazolinyl ketone (11.5 g.). A sample recrystallised from benzene petroleum (b.p. 60°-80°) had m.p. 149°-151°. [Found: C, 47.9; H, 3.7; N, 11.1%; C10H9BrN2O requires C, 47.5; H, 3.6; N, 11.1%] .

Provenance & Evidence