Sulfuric Acid → 5-Fluoro-2-nitrobenzoic acid methyl ester

HRID 2080667Notes

Reaction equation

HRID 2080667 reaction equation
S(=O)(=O)(O)O.[F:6][C:7]1[CH:8]=[CH:9][C:10]([N+:16]([O-:18])=[O:17])=[C:11]([CH:15]=1)[C:12]([OH:14])=[O:13].[C:19](=O)([O-])O.[Na+]>CO>[F:6][C:7]1[CH:8]=[CH:9][C:10]([N+:16]([O-:18])=[O:17])=[C:11]([CH:15]=1)[C:12]([O:14][CH3:19])=[O:13]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 27374205-Fluoro-2-nitrobenzoic acid

Product 1

HCID 51520495-Fluoro-2-nitrobenzoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2 ml of concentrated sulfuric acid was added to a methanol (200 ml) solution of 10 g of 5-fluoro-2-nitrobenzoic acid, and heated under reflux for 22 hours. 200 ml of aqueous sodium hydrogencarbonate solution was added to it, and the formed solid was taken out through filtration. This was dried under reduced pressure to obtain 10.7 g of the entitled compound as a yellow solid.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 22 hours
  3. filtrationthe formed solid was taken out through filtration
  4. customThis was dried under reduced pressure

Sources & evidence

ORD record
ord-7e8e35b518134815b76626eae3210099
Source dataset
uspto-grants-2011_04
Patent number
US07932394B2

Reaction notes

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