ChemicalBook CAS DataBase List 3-(4-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER

3-(4-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER synthesis

7synthesis methods

Product Name:3-(4-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER
CAS Number:126629-81-0
Molecular formula:C10H9BrO3
Molecular Weight:257.08

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3-(4-BROMO-PHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER

126629-81-0
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Yield: 86%

Reaction Conditions:

with sodium hydride in tetrahydrofuranReflux;

Steps:

Procedure B22:
General procedure: Substrates 1g-j and 1l were prepared adaptedfrom a previously reported procedure with some modications: toa solution of ketone (20 mmol) in THF (80 mL) was added methyldicarbonate (60 mmol) and NaH (40 mmol, 60%). The reactionmixture was reuxed until TLC indicated complete consumption ofthe ketone. After cooling, the reaction mixture was poured into ice-water (100 mL), acidied with aqueous HCl (3 M) to pH 2e3 andextracted with EA (100 mL 3). The combined organic layer wasdried over Na2SO4 and evaporated under reduced pressure. Thedesired pure product was obtained by silica gel chromatographyusing a mixture of EA/PE (v/v 1/9) as eluent.

References:

Sun, Jiyun;Ge, Huaibin;Zhen, Xiaohua;An, Xuechan;Zhang, Guangtao;Zhang-Negrerie, Daisy;Du, Yunfei;Zhao, Kang [Tetrahedron,2018,vol. 74,# 17,p. 2107 - 2114]

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616-38-6 Synthesis