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ethyl 4-(4-formylphenyl)butanoate synthesis

5synthesis methods
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Yield:177736-20-8 87%

Reaction Conditions:

Stage #1: Ethyl 4-bromobutyratewith chloro-trimethyl-silane;iodine;ethylene dibromide;lithium chloride;zinc in tetrahydrofuran at 50; for 12 h;Inert atmosphere;
Stage #2: 4-bromo-benzaldehydewith [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride in tetrahydrofuran;1,3-dimethyl-2-imidazolidinone at 25; for 1 h;Inert atmosphere;Negishi cross-coupling;

References:

Sase, Shohei;Jaric, Milica;Metzger, Albrecht;Malakhov, Vladimir;Knochel, Paul [Journal of Organic Chemistry,2008,vol. 73,# 18,p. 7380 - 7382] Location in patent:supporting information; experimental part