Реакция #48608

Уравнение реакции

2-(2-fluorophenyl)-ethanol

vinyl acetate

sodium carbonate

→

title compound

Выход 72.2%

1-Fluoro-2-(2-vinyloxyethyl)-benzene

Выход 72.2%

Растворители

toluene

Условия реакции

Обработка

1. 1
   ТемператураCool the reaction mixture to room temperature
2. 2
   ФильтрацияVacuum filter the resultant slurry
3. 3
   Другоеto remove inorganic precipitates
4. 4
   Промывкаwashing the collected solid with hexanes
5. 5
   КонцентрированиеConcentrate
6. 6
   Другоеpurify
7. 7
   Промывка(silica gel chromatography, eluting with hexanes)

Методика

Combine 2-(2-fluorophenyl)-ethanol (3.08 g, 22.0 mmol), vinyl acetate (4 mL, 43.3 mmol), anhydrous toluene (22 mL), chloro(1,5-cyclooctadiene)iridium(I) dimer (155 mg, 0.231 mmol), and anhydrous sodium carbonate (1.5 g, 14.2 mmol) in a dry round-bottom flask fitted with a reflux condensor under a nitrogen atmosphere. Heat the resulting mixture to 95° C. for 5 hours. Cool the reaction mixture to room temperature. Vacuum filter the resultant slurry to remove inorganic precipitates, washing the collected solid with hexanes. Concentrate and purify (silica gel chromatography, eluting with hexanes) to give the title compound as a yellow oil (2.64 g, 72%).

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