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ChemicalBook CAS DataBase List 3'-BROMO-5'-CHLORO-2'-HYDROXYACETOPHENONE
59443-15-1

3'-BROMO-5'-CHLORO-2'-HYDROXYACETOPHENONE synthesis

3synthesis methods
Preparation by bromination of 5-chloro-2-hydroxyacetophenone in acetic acid (65%).
98434-18-5 Synthesis
2-BROMO-4-CHLOROPHENYL ACETATE

98434-18-5
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Yield:59443-15-1 77%

Reaction Conditions:

with aluminum (III) chloride at 135;

Steps:

22 Intermediate 95: 1 -(3-bromo-5-chloro-2-hydroxyphenyl)ethanone
To a solution of 2-bromo-4-chlorophenyl acetate (20 g, 80 mmol) was added 1 -(3-bromo-5- chloro-2-hydroxyphenyl)ethanone (17 g, 61 .3 mmol, 77 % yield). The mixture was stirred at 135 °C overnight. Water was then added and the mixture was extracted with ethyl acetate. The organic layer was dried over Na2S04, filtered and purified by chromatography on silica gel (hexane/EtOAc = 1/1 ) to give the desire product 1 -(3-bromo-5-chloro-2- hydroxyphenyl)ethanone (17 g, 61 .3 mmol, 77 % yield) as a yellow solid, m/z: [M + H]+ Calcd for C8H7BrCI02 248.9; Found 249

References:

GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED;GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED;BARBE, Guillaume;BOHNERT, Gary;CALANDRA, Nicholas;LAMBERT III, Millard Hurst;LU, Hongfu;LOBERA, Mercedes;RAMANJULU, Joshi;REN, Feng;YANG, Ting WO2019/63748, 2019, A1 Location in patent:Page/Page column 277-278

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