反应 #2487469

反应方程式

1-(2-amino-4-chloro-5-methoxyphenyl)-3-methylpentan-2-ol

potassium carbonate

2-bromomesitylene

N,N-dimethylformamide

→

title compound

收率 92.6%

2-(Butan-2-yl)-6-chloro-5-methoxy-1H-indole

收率 92.6%

溶剂

water

ethyl acetate

反应条件

后处理

1. 1
   其他to separate the organic layer
2. 2
   洗涤The organic layer was washed with saturated brine
3. 3
   干燥dried over anhydrous sodium sulfate
4. 4
   浓缩concentrated under reduced pressure
5. 5
   其他The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane)

实验过程

A mixture of 1-(2-amino-4-chloro-5-methoxyphenyl)-3-methylpentan-2-ol (602 mg), tetrakis(triphenylphosphine) palladium(0) (135 mg), potassium carbonate (646 mg), 2-bromomesitylene (0.420 mL), and N,N-dimethylformamide (11.7 mL) was stirred at 160° C. for 1 hour under microwave irradiation. To the reaction mixture were added ethyl acetate and water to separate the organic layer. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (514 mg). 1H-NMR (CDCl3) δ ppm: 0.91 (3H, t, J=7.4 Hz), 1.32 (3H, d, J=6.8 Hz), 1.55-1.80 (2H, m), 2.70-2.90 (1H, m), 3.91 (3H, s), 6.10-6.20 (1H, m), 7.05 (1H, s), 7.25-7.35 (1H, m), 7.50-8.00 (1H, br).

来源