Sulfuric Acid → HCID 68386631, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 3-(3-bromo-5-fluorophenyl)-5-methyl-4,5-dihydro-1,2-oxazole-5-carboxylate (1000 mg, 3.03 mmol), potassium carbonate (1.67 g, 12.12 mmol) and tetrakis(triphenylphosphane)palladium (350 mg, 0.30 mmol) were suspended in DMF (10 ml). Triethylborane (1M in hexane, 4.24 ml, 4.24 mmol) was then added, and the reaction mixture was heated in a microwave oven at 150° C. for 30 min. After cooling, water (20 ml), sulfuric acid (1 M, 5 ml) and CH2Cl2 (20 ml) were added, and the mixture was shaken. The organic phase was then dried over Na2SO4, and the solvent was removed under reduced pressure. Chromatography of the residue on silica gel using the mobile phase heptane/EtOAc gave 701 mg (83%) of ethyl 3-(3-ethyl-5-fluorophenyl)-5-methyl-4,5-dihydro-1,2-oxazole-5-carboxylate.

Provenance & Evidence