반응 #169226

반응 방정식

3-iodoaniline

triethylamine

4-bromobutyryl chloride

→

title compound

수율 64.0%

4-Bromo-N-(3-iodo-phenyl)-butyramide

수율 64.0%

용매

cyclohexane

ether

dichloromethane

반응 조건

후처리

1. 1
   추출The organic extract
2. 2
   세척was washed with an aqueous 1M HCl solution, aqueous 1M NaOH solution and brine
3. 3
   건조dried (Na2SO4)
4. 4
   여과filtered
5. 5
   농축concentrated under vacuum
6. 6
   기타The crude residue was purified by silica gel column chromatography
7. 7
   기타to yield a sticky solid
8. 8
   여과filtration

실험 절차

To a solution of 3-iodoaniline (1.5 g, 6.85 mmol) and triethylamine (1.34 mL, 9.59 mmol) in dichloromethane (28 mL) at 0° C. was added dropwise 4-bromobutyryl chloride (0.99 mL, 8.56 mmol). The reaction mixture was then stirred at room temperature overnight. The organic extract was washed with an aqueous 1M HCl solution, aqueous 1M NaOH solution and brine, dried (Na2SO4), filtered, concentrated under vacuum. The crude residue was purified by silica gel column chromatography using a gradient of EtOAc (0-15%) in cyclohexane to yield a sticky solid. Trituration in a mixture of cyclohexane and ether and then filtration give the title compound as a solid (1.61 g, 64%).

출처