Nitric Acid → 5-Fluoro-2-nitroanisole

HRID 2292246Notes

Reaction equation

HRID 2292246 reaction equation
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:7]=[C:8]([O:12][CH3:13])[CH:9]=[CH:10][CH:11]=1>C(OC(=O)C)(=O)C>[N+:1]([C:9]1[CH:10]=[CH:11][C:6]([F:5])=[CH:7][C:8]=1[O:12][CH3:13])([O-:4])=[O:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 99753-Fluoroanisole

Product 1

HCID 27792505-Fluoro-2-nitroanisole

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent2×

Procedure

A mixture of 32 ml of nitric acid and 95 ml of acetic acid anhydride was added dropwise with stirring at 0° to -5° C. to a solution of 12.6 g of 3-fluoro-anisole in 100 ml of acetic acid anhydride and the mixture was stirred at 0° to 5° C. for one hour. The reaction was poured over ice and was vacuum filtered. The recovered precipitate was dried to obtain 6.77 g of 2-nitro-5-fluoro-anisole with a melting point <50° C.

Workup

  1. additionwas added dropwise
  2. additionThe reaction was poured over ice
  3. filtrationfiltered
  4. customThe recovered precipitate was dried

Sources & evidence

ORD record
ord-e88237912bf043469aa5f22886af979d
Source dataset
uspto-grants-1989_01
Patent number
US04801717

Reaction notes

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