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ChemicalBook CAS DataBase List 4-Fluorostyrene
405-99-2

4-Fluorostyrene synthesis

9synthesis methods
-

Yield:405-99-2 80%

Reaction Conditions:

with sodium hydride in tetrahydrofuran;mineral oil at 0 - 20;Inert atmosphere;

Steps:

1-Fluoro-4-vinylbenzene
In an inert gas atmosphere 4-fluorobenzaldehyde (1.24 g, 10.00 mmol, 1.00 equiv) and methyltriphenylphosphonium bromide (4.29 g, 12.00 mmol, 1.20 equiv) were dissolved in anhydrous THF (50 mL). At 0 °C sodium hydride (60 % dispersion in mineral oil, 1.80 g, 45.00 mmol, 4.50 equiv) was added in small portions and the mixture was stirred over night at room temperature. The reaction mixture was taken up in EtOAc (100 mL) and washed with aq. sat. NaCl-solution (3 × 20 mL). It was dried over MgSO4 and freed from solvent under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane), which yielded the product as a colourless oil (980 mg, 8.02 mmol, 80%)

References:

Grathwol, Christoph W.;W?ssner, Nathalie;Swyter, S?ren;Smith, Adam C.;Tapavicza, Enrico;Hofstetter, Robert K.;Bodtke, Anja;Jung, Manfred;Link, Andreas [Beilstein Journal of Organic Chemistry,2019,vol. 15,p. 2170 - 2183] Location in patent:supporting information

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