反应 #2487457

反应方程式

tert-butyl (4-iodo-2-methylphenyl)carbamate

cyclopropylboronic acid monohydrate

tricyclohexylphosphine

tripotassium phosphate monohydrate

→

title compound

收率 86.5%

tert-Butyl (4-cyclopropyl-2-methylphenyl)carbamate

收率 86.5%

溶剂

water

toluene

ethyl acetate

反应条件

后处理

1. 1
   workup.WAITThe reaction mixture was left
2. 2
   温度to cool
3. 3
   过滤filtered through Celite (registered trademark)
4. 4
   洗涤The filtrate was washed with brine
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   浓缩concentrated under reduced pressure
7. 7
   其他The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane)

实验过程

A mixture of tert-butyl (4-iodo-2-methylphenyl)carbamate (1.04 g), cyclopropylboronic acid monohydrate (422 mg), palladium(II) acetate (35.1 mg), tricyclohexylphosphine (87.5 mg), tripotassium phosphate monohydrate (2.52 g), toluene (8.7 mL), and water (0.87 mL) was stirred at 100° C. for 15 hours. The reaction mixture was left to cool and then diluted with ethyl acetate and filtered through Celite (registered trademark). The filtrate was washed with brine and 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 (668 mg). 1H-NMR (CDCl3) δ ppm: 0.55-0.70 (2H, m), 0.80-1.00 (2H, m), 1.51 (9H, s), 1.75-1.90 (1H, m), 2.21 (3H, s), 5.85-6.45 (1H, br), 6.75-7.00 (2H, m), 7.45-7.75 (1H, m).

来源