تفاعل #169226

معادلة التفاعل

3-iodoaniline

triethylamine

4-bromobutyryl chloride

→

title compound

المردود 64.0%

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

المردود 64.0%

المذيبات

cyclohexane

ether

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   استخلاصThe organic extract
2. 2
   غسيلwas washed with an aqueous 1M HCl solution, aqueous 1M NaOH solution and brine
3. 3
   تجفيفdried (Na2SO4)
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated under vacuum
6. 6
   أخرىThe crude residue was purified by silica gel column chromatography
7. 7
   أخرىto yield a sticky solid
8. 8
   ترشيحfiltration

الإجراء التجريبي

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%).

المصدر