تفاعل #75934
ord-e0c7ff00a2bb40d1a7fb4b190f05e632
معادلة التفاعل
hydrogen peroxide
4-Methoxy-benzeneboronic acid
4-(4-bromo-phenyl)-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole
sodium carbonate
→
solid
المردود 82.2%
4-(4′-Methoxy-biphenyl-4-yl)-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole
المردود 82.2%
المتفاعلات
المذيبات
ظروف التفاعل
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1درجة الحرارةThe reaction mixture was refluxed for 12 hours
- 2استخلاصextracted with ethyl acetate
- 3تجفيفThe organic extracts were dried over MgSO4
- 4أخرىEvaporation and crystallization from hexanes/ethyl ether
الإجراء التجريبي
4-Methoxy-benzeneboronic acid (1.44 g, 7.19 mmol) in ethyl alcohol (5 mL) was added into a mixture of 4-(4-bromo-phenyl)-5-methyl-2-(4-trifluoromethyl-phenyl)-oxazole (2.5 g, 6.54 mmol), sodium carbonate (2N, 6.5 mL), tetrakis(triphenylphosphine)palladium(0) (0.23 g, 0.196 mmol), and toluene (200 mL). The reaction mixture was refluxed for 12 hours, cooled to room temperature, and treated with hydrogen peroxide (30%, 5 mL) for 1 hour. Then, the mixture was poured into water and extracted with ethyl acetate. The organic extracts were dried over MgSO4. Evaporation and crystallization from hexanes/ethyl ether gave a white solid (2.2 g, 82% yield): mp 167-168° C.; MS m/e 409 (M+);