Reaction #1563945

Reaction equation

HNO3

1-(5-fluoro-2-hydroxyphenyl)ethanone

→

1-(5-fluoro-2-hydroxy-3-nitrophenyl)ethanone

Solvents

acetic acid

Conditions

Workup

1. 1
   OtherThe reaction mixture was quenched with ice cold water
2. 2
   FiltrationThe separated solid was filtered
3. 3
   Washwashed with cold water
4. 4
   Otherdried

Procedure

Conc. HNO3 (22.49 g, 357 mmol) was added to a solution 1-(5-fluoro-2-hydroxyphenyl)ethanone (50 g, 325 mmol) in acetic acid (300 mL) at 0° C. and stirring was continued at 20° C. for 3 h. The reaction mixture was quenched with ice cold water. The separated solid was filtered and washed with cold water and dried to afford 1-(5-fluoro-2-hydroxy-3-nitrophenyl)ethanone (Int-49) as pale yellow solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.6 (1H, s), 8.3-8.2 (1H, dd), 8.2-8.1 (1H, dd), 2.7 (3H, s).

Source