反应 #2487456

反应方程式

potassium carbonate

N-(2-bromo-5-chloro-4-methoxyphenyl)-2,2,2-trifluoroacetamide

phenylacetylene

triethylamine

→

title compound

6-Chloro-5-methoxy-2-phenyl-1H-indole

溶剂

acetonitrile

反应条件

后处理

1. 1
   workup.WAITThe reaction mixture was left
2. 2
   温度to cool
3. 3
   workup.STIRRINGThe mixture was stirred at 120° C. for 2 more hours under microwave irradiation
4. 4
   workup.WAITThe reaction mixture was left
5. 5
   温度to cool
6. 6
   过滤filtered through Celite (registered trademark)
7. 7
   浓缩The filtrate was concentrated under reduced pressure
8. 8
   其他The residue was purified by aminopropylated silica gel column chromatography (eluting solvent: ethyl acetate-hexane)

实验过程

To a mixture of N-(2-bromo-5-chloro-4-methoxyphenyl)-2,2,2-trifluoroacetamide (512 mg), phenylacetylene (0.254 mL), copper(I) iodide (17.5 mg), triethylamine (0.549 mL), and acetonitrile (12.3 mL) was added bis(triphenylphosphine) palladium(II) dichloride (32.5 mg). The mixture was stirred at 120° C. for 2 hours under microwave irradiation. The reaction mixture was left to cool. To the reaction mixture was added potassium carbonate (532 mg). The mixture was stirred at 120° C. for 2 more hours under microwave irradiation. The reaction mixture was left to cool, and filtered through Celite (registered trademark). The filtrate was concentrated under reduced pressure. The residue was purified by aminopropylated silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (255 mg). 1H-NMR (CDCl3) δ ppm: 3.95 (3H, s), 6.70-6.80 (1H, m), 7.13 (1H, s), 7.30-7.50 (4H, m), 7.60-7.70 (2H, m), 8.00-8.40 (1H, br).

来源