Реакция #645306

Уравнение реакции

2-bromo-4-fluoro-1-iodobenzene

cyclopentanone

cesium carbonate

→

title compound

Выход 15.0%

2-(2-Bromo-4-fluorophenyl)cyclopentanone

Выход 15.0%

Растворители

ether

dioxane

Условия реакции

Обработка

1. 1
   ТемператураHeat
2. 2
   Фильтрацияfilter through a celite pad
3. 3
   Другоеremove the solvent
4. 4
   ДругоеPurify the residue by column chromatography (hexane:ether/20:1)

Методика

Heat a mixture of 2-bromo-4-fluoro-1-iodobenzene (4.5 g, 15 mmol), cyclopentanone (2.65 mL, 29.9 mmol), cesium carbonate (10.72 g, 32.9 mmol), 4,5-bis(disphenylphosphino)-9,9-dimethylxanthene (0.54 g, 0.9 mmol), and Palladium2(dibenzalacetone)3 [Pd2(dba)3)](0.35 g, 0.37 mmol) in dioxane (10 mL) to 80° C. under N2 for 22 h. After cooling the mixture to RT, dilute with ether, filter through a celite pad, and remove the solvent. Purify the residue by column chromatography (hexane:ether/20:1) to give the title compound (0.55 g, 15%). MS (GC) m/z 258 [M]+.

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