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ChemicalBook CAS DataBase List 2-Chloro-4-bromoacetophenone
252561-81-2

2-Chloro-4-bromoacetophenone synthesis

6synthesis methods
-

Yield: 86%

Reaction Conditions:

in tetrahydrofuran at 8; for 6 h;

Steps:

21.2 2. Synthesis of 1-(4-bromo-2-chlorophenyl)ethan-1-one
To a solution of 4-bromo-2-chloro-N-methoxy-N-methylbenzamide (5.6 g, 20 mmol, 1 eq.) in THF (80 mL) was added MeMgBr (3 M, 10 mL, 30 mmol, 1.5 eq.) at 8 °C. The reaction mixture was stirred at 8 °C for 6 h and then was concentrated in vacuo. The residue was dissolved in EtOAc (100 mL) and was poured into saturated aqueous NH4Cl solution (200 mL). The layers were separated and the aqueous layer was extracted with EtOAc (100 mL). The combined organic extracts were dried (Na2SO4), filtered, and concentrated in vacuo to give 1-(4- bromo-2-chlorophenyl)ethan-1-one as a light brown solid (4 g, yield: 86%), which was carried forward without further purification. 1H NMR: (400 MHz, CDCl3) d: 7.60 (s, 1H), 7.48-7.43 (m, 2H), 2.63 (s, 3H)

References:

BIOGEN MA INC.;HOPKINS, Brian, T.;MA, Bin;PRINCE, Robin;MARX, Isaac;SCHULZ, Jürgen;NEVALAINEN, Marta WO2020/232330, 2020, A1 Location in patent:Page/Page column 98; 99

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