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ChemicalBook CAS DataBase List 1-BROMO-2-ETHYL-4-METHOXY-BENZENE
34881-44-2

1-BROMO-2-ETHYL-4-METHOXY-BENZENE synthesis

7synthesis methods
3-Ethylphenyl(methyl) ether

10568-38-4

1-BROMO-2-ETHYL-4-METHOXY-BENZENE

34881-44-2

General procedure for the synthesis of 1-bromo-2-ethyl-4-methoxybenzene from 1-ethyl-3-methoxybenzene: 3-ethylanisole (50 g, 0.3676 mol) and N-bromosuccinimide (72 g, 0.4 mol) were dissolved in acetonitrile (1 L), and the reaction was stirred for 8 hours at room temperature protected from light. After completion of the reaction, the reaction mixture was concentrated at a temperature below 40 °C. The concentrated residue was redissolved in carbon tetrachloride and filtered to remove insoluble material. The filtrate was concentrated and finally the target product was obtained by fractional purification. A light yellow liquid product of 35 g was obtained in 43% yield.

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Yield:34881-44-2 91%

Reaction Conditions:

with [2,2]bipyridinyl;palladium 10% on activated carbon;hydrogen in ethyl acetate at 0; for 72 h;

References:

Mapelli, Claudio;Natarajan, Sesha I.;Meyer, Jean-Philippe;Bastos, Margarita M.;Bernatowicz, Michael S.;Lee, Ving G.;Pluscec, Jelka;Riexinger, Douglas J.;Sieber-McMaster, Ellen S.;Constantine, Keith L.;Smith-Monroy, Constance A.;Golla, Rajasree;Ma, Zhengping;Longhi, Daniel A.;Shi, Dan;Xin, Li;Taylor, Joseph R.;Koplowitz, Barry;Chi, Cecilia L.;Khanna, Ashish;Robinson, Gordon W.;Seethala, Ramakrishna;Antal-Zimanyi, Ildiko A.;Stoffel, Robert H.;Han, Songping;Whaley, Jean M.;Huang, Christine S.;Krupinski, John;Ewing, William R. [Journal of Medicinal Chemistry,2009,vol. 52,# 23,p. 7788 - 7799] Location in patent:experimental part