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ChemicalBook CAS DataBase List N-(4-BroMo-5-fluoro-2-Methylphenyl)acetaMide
633335-80-5

N-(4-BroMo-5-fluoro-2-Methylphenyl)acetaMide synthesis

4synthesis methods
-

Yield:633335-80-5 87.8%

Reaction Conditions:

with bromine;acetic acid at 25; for 3 h;

Steps:

2 Step 2

j0624j To a solution of N-(5-fluoro-2-methylphenyl)acetamide (XXV) (120 g, 717 mmol, 1.0 eq) in HOAc (3 L) was added a solution of Br2 (140 g, 876 mmol, 1.2 eq) in HOAc (1 L) dropwise. The mixture was stirred at 25°C for 3 h. LC/MS showed compound 2 was (XXV) completely consumed. The reaction mixture was quenched with water (8 L). The solid was filtered, washed with water and petroleum ether. The solid was dried in vacuo to give N-(4-bromo-5-fluoro- 2-methylphenyl)acetamide (XXVI) as a white solid (155 g, 629.9 mmol, 87.8% yield). ‘H NMR (CDC13, 400 MHz) ppm 2.20 (s, 6H), 7.07 (brs, 1H), 7.32 (d, J= 7.2 Hz, 1H), 7.85 (d, J 10.8 Hz, 1H); ESIMS found C9H9BrFNO mlz 247.2 (M+1).

References:

WO2017/24021,2017,A1 Location in patent:Paragraph 0622; 0624