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ChemicalBook CAS DataBase List 1-Fluoro-4-(1-methylethenyl)benzene
350-40-3

1-Fluoro-4-(1-methylethenyl)benzene synthesis

11synthesis methods
-

Yield: 100%

Reaction Conditions:

Stage #1:methyl-triphenylphosphonium iodide with potassium tert-butylate in tetrahydrofuran at 0; for 1 h;
Stage #2:1-(4-fluorophenyl)ethanone in tetrahydrofuran at 0 - 20; for 2 h;

Steps:

A.i
Potassium tert-butoxide (52.9 g, 0.47 mol) was added to the suspension of methyl triphenylphosphonium iodide (190 g, 0.47 mol) in THF (400 ml) at ice-cooled condition. After 1 h stirring at ice-cooled condition, a solution of 4-Fluoro acetophenone (30 g, 0.199 mol) in THF (100 ml) was added dropwise. Then the reaction mixture was stirred at room temperature for 2 h and quenched with sat. ammonium chloride solution. THF was removed under reduced pressure and the reaction mixture was extracted with petether, washed with water, brine and dried over anh. sodium sulphate nitrated. The sub-title compound (30 g, 100%) was obtained as pale yellow liquid by concentration of petroleum ether layer

References:

ASTRAZENECA AB US2008/15237, 2008, A1 Location in patent:Page/Page column 27

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