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ChemicalBook CAS DataBase List 2-Bromo-4'-fluoroacetophenone
403-29-2

2-Bromo-4'-fluoroacetophenone synthesis

10synthesis methods
-

Yield:403-29-2 97%

Reaction Conditions:

with Oxone;ammonium bromide in methanol for 1.3 h;Reflux;regioselective reaction;

Steps:

2. General procedure
General procedure: Oxone (1.352 g, 2.2 mmol) was added to the well stirred solution of substrate (2 mmol) and NH4Br (0.215 g, 2.2 mmol) in methanol (10 ml) and the reaction mixture was allowed to stir at room temperature (or reflux temperature). After completion of the reaction, as monitored by TLC, the reaction mixture was quenched with aqueous sodium thiosulfate, and extracted with ethyl acetate (3×25 ml). Finally, the combined organic layer was washed with water, dried over anhydrous sodium sulfate, filtered and removal of solvent in vacuo yielded a crude residue, which was further purified by column chromatography over silica gel (finer than 200 mesh) to afford pure products. All the products were identified on the basis of 1H NMR and mass spectral data.

References:

MacHarla, Arun Kumar;Chozhiyath Nappunni, Rohitha;Marri, Mahender Reddy;Peraka, Swamy;Nama, Narender [Tetrahedron Letters,2012,vol. 53,# 2,p. 191 - 195] Location in patent:supporting information; experimental part

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