反应 #470407

反应方程式

title compound

2-pyridinyl 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-1-naphthalenecarboxylate

triphenylphosphine

triethylsilane

→

title product

收率 70.2%

4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-1-naphthalenecarboxaldehyde

收率 70.2%

溶剂

DMF

反应条件

后处理

1. 1
   温度The reaction mixture was cooled to room temperature
2. 2
   其他quenched with water
3. 3
   萃取extracted with 20% ethyl acetate in hexane
4. 4
   洗涤The organic layer was washed with brine
5. 5
   干燥dried with Na2SO4
6. 6
   浓缩concentrated
7. 7
   其他the residue was purified by column chromatography on silica gel

实验过程

To a stirred mixture of the title compound of Step A (690 mg, 1.30 mmol), palladium(II) acetate (9 mg, 0.04 mmol) and triphenylphosphine (31 mg, 0.12 mmol) in DMF (4 mL) was added triethylsilane (0.42 mL, 2.60 mmol). The resulting mixture was stirred at 60° C. for 5 h. The reaction mixture was cooled to room temperature, quenched with water, and extracted with 20% ethyl acetate in hexane. The organic layer was washed with brine, dried with Na2SO4 and concentrated, and the residue was purified by column chromatography on silica gel using hexane/EtOAc as eluent to provide the title product as a yellow solid (400 mg, 70% yield).

来源