Dibromomethane → HCID 20290824, compound

Participants

Reaction Steps

To a solution of 6.8 gm. (0.02 mole) of 8-hydroxy-4-methyl-6-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-2(1H)-quinolinone is added 2.8 gm. (0.02 mole) of potassium carbonate and 25.3 gm. (0.15 mole) of dibromomethane. The solution is heated and stirred at 70° in a nitrogen atmosphere for 4 hours. At the end of this period the solution is cooled and added to 50 ml. of water. The resultant solid is filtered and purified by chromatography on silicic acid. Elution with 97.5% chloroform/2.5% methanol gives 2.0 gm. of 6-methyl-8-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-2H,4H-oxazolo[5,4,3-ij]quinolin-4-one, recrystallized from acetonitrile, m.p. 262°-264°.

Provenance & Evidence