ChemicalBook CAS DataBase List 2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE

2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE synthesis

7synthesis methods

Product Name:2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE
CAS Number:6096-83-9
Molecular formula:C9H8Br2O2
Molecular Weight:307.97

35310-75-9
100 suppliers
$8.00/1g

2-BROMO-1-(3-BROMO-4-METHOXYPHENYL)ETHANONE

6096-83-9
46 suppliers
$35.00/250mg

Yield:6096-83-9 89%

Reaction Conditions:

with trimethylphenylammonium perbromide in tetrahydrofuran at 0 - 20; for 12 h;Inert atmosphere;

Steps:

General procedure for the synthesis of a-bromo-ketones13b-c (procedure B)

General procedure: To a stirred solution of acetophenones 11b-c (1 equiv) in THF (30 mL) was added trimethylphenylammonium tribromide (1.05 equiv) at 0 C. The reaction mixture was stirred at room temperaturefor 12 h. The solid was filtered, and to the filtrate was added EtOAc (20 mL). The organic layer was washed successivelywith H2O (20 mL) and brine (20 mL). The organic layer was thendried over Na₂SO₄, filtered and concentrated under vacuum. The crude residue was then purified by flash chromatography on silicagel using an appropriate gradient of cyclohexane/EtOAc as eluentto give the desired α-bromo-ketone 13b-c.

References:

Boulangé, Agathe;Parraga, Javier;Galán, Abraham;Cabedo, Nuria;Leleu, Stéphane;Sanz, Maria Jesus;Cortes, Diego;Franck, Xavier [Bioorganic and Medicinal Chemistry,2015,vol. 23,# 13,p. 3618 - 3628]