反应详情

温度

100 °C

A mixture of 3,4-dihydro-2H-benzo[b][1,4]oxazine (500 mg, 3.69 mmol), 4-bromo-3-methoxybenzonitrile (784 mg, 3.69 mmol), Pd2(dba)3 (271 mg, 0.295 mmol), Xantphos (342 mg, 0.591 mmol) and sodium-tert-butoxide (590 mg, 6.14 mmol) in toluene (10 mL) was degassed for 10 minutes. The reaction mixture was heated at 100° C. for 1 h under microwave conditions. After completion, the reaction mixture was diluted with water (10 mL) and extracted with ethyl acetate (3×15 mL). The organic layer was dried over sodium sulfate and concentrated under reduced pressure to obtain the crude material which was purified by combi flash column chromatography (column size: 24 g; elution: 5% ethyl acetate in hexane) to obtain 4-(2H-benzo[b][1,4]oxazin-4(3H)-yl)-3-methoxybenzonitrile (790 mg, 80.2%) as yellow solid. m/z (ESI) 266.0 (M+H)+.

1. customwas degassed for 10 minutes
2. additionAfter completion, the reaction mixture was diluted with water (10 mL)
3. extractionextracted with ethyl acetate (3×15 mL)
4. dry with materialThe organic layer was dried over sodium sulfate
5. concentrationconcentrated under reduced pressure
6. customto obtain the crude material which
7. customwas purified by combi flash column chromatography (column size: 24 g; elution: 5% ethyl acetate in hexane)