ChemicalBook CAS DataBase List 4-Chloro-alpha-methylstyrene

4-Chloro-alpha-methylstyrene synthesis

8synthesis methods

Product Name:4-Chloro-alpha-methylstyrene
CAS Number:1712-70-5
Molecular formula:C9H9Cl
Molecular Weight:152.62

99-91-2 Synthesis

99-91-2
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1712-70-5
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$21.00/5g

Yield:1712-70-5 86%

Reaction Conditions:

Stage #1:methyl-triphenylphosphonium iodide with potassium tert-butylate in tetrahydrofuran at 0; for 1 h;
Stage #2:para-chloroacetophenone in tetrahydrofuran at 0 - 20; for 1 h;

Steps:

B.i
Potassium tert-butoxide (72.4 g, 0.646 mol) was added to the suspension of methyl triphenylphosphonium iodide (261 g, 0.646 mol) in THF (500 ml) at ice-cooled condition. After 1 h stirring at ice-cooled condition, a solution of 4-chloroacetophenone (50 g, 0.323 mol) in THF (100 ml) was added dropwise. Then the reaction mixture was stirred at room temperature for 1 h. The reaction mixture was diluted with pet ether and filtered, filtrate was concentrated. The sub-title compound was obtained as pale yellow liquid by column chromatographic purification of the crude product using 6% ethyl acetate in pet ether as eluent. Yield (42 g, 86%)

References:

ASTRAZENECA AB US2008/15237, 2008, A1 Location in patent:Page/Page column 28-29

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