Nitric Acid → 1-(5-Fluoro-2-nitrophenyl)ethan-1-one

HRID 1645743Notes

Reaction equation

HRID 1645743 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[N+:11]([O-])([OH:13])=[O:12]>>[CH3:9][C:8]([C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[CH:6][C:5]=1[N+:11]([O-:13])=[O:12])=[O:10]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 99673-Fluoroacetophenone

Product 1

HCID 132950281-(5-Fluoro-2-nitrophenyl)ethan-1-one

Procedure

m-Fluoroacetophenone (20.0 g, 0.14 mol) was cooled to below -5° C. and fuming nitric acid (100 cm3) added dropwise at such a rate that the temperature of the reaction mixture never exceeded -5° C. When the addition was complete the mixture was poured into ice/water. The precipitated yellow solid was filtered, washed with water and dried to give 5-fluoro-2-nitroacetophenone (21.4 g).

Workup

  1. additionWhen the addition
  2. filtrationThe precipitated yellow solid was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-9c18f6428602478591c758ecc0eec662
Source dataset
uspto-grants-1993_01
Patent number
US05176737

Reaction notes

Loading…