Potassium Nitrate → 2-Chloro-4-fluoro-5-nitrobenzaldehyde

HRID 2064198Notes

Reaction equation

HRID 2064198 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[N+:11]([O-])([O-:13])=[O:12].[K+]>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 1450242-Chloro-4-fluorobenzaldehyde

Product 1

HCID 135637752-Chloro-4-fluoro-5-nitrobenzaldehydeYield 90%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A stirred solution of 2-chloro-4-fluorobenzaldehyde (1.0 g, 6.3 mmol) in conc. sulphuric acid (8 ml) at 0° C. under argon was treated portionwise with potassium nitrate (0.70 g, 6.9 mmol) and maintained at 0° C. for 30 minutes, before warming to room temperature over 1.5 hrs. The reaction mixture was added to well stirred ice/water (100 ml) and then extracted with ethyl acetate. The extract was dried and concentrated to leave the title compound as a pale yellow oil (1.15 g, 90%).

Workup

  1. temperaturebefore warming to room temperature over 1.5 hrs
  2. extractionextracted with ethyl acetate
  3. customThe extract was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-be49743bd7ff485f98a6c0651a56c04f
Source dataset
uspto-grants-2012_10
Patent number
US08288412B2

Reaction notes

Loading…