Methanol → HCID 22603285, compound

Participants

Reaction Conditions

Reaction Steps

N-Ethyl-N,N-diisopropylamine (2.50 g, 19.4 mmol) was added to a methanol (50 mL) solution of 2-methyl-4-[4-(trifluoromethoxy)benzylidene]-1,3-oxazol-5(4H)-one (5.00 g, 18.4 mmol) prepared in Reference Example 3 (3d), at room temperature. The mixture was stirred at 60° C. for 4 hours. The reaction solution was cooled to room temperature, and then 10% palladium-carbon (wet, 2.2 g) was added thereto. The resulting mixture was stirred under a hydrogen atmosphere (rubber balloon) at room temperature for 2 hours. The reaction solution was filtered, and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate, 1:1 and 4:5, V/V) to give 4.56 g of the title compound (light yellow crystal, yield: 81%).

Provenance & Evidence