Methanol → Methyl 4-fluoro-3-nitrobenzoate

HRID 1750186Notes

Reaction equation

HRID 1750186 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12].S(=O)(=O)(O)O.[CH3:19]O>>[CH3:19][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([F:1])=[C:3]([N+:11]([O-:13])=[O:12])[CH:4]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 679874-Fluoro-3-nitrobenzoic acid

Product 1

HCID 5219721Methyl 4-fluoro-3-nitrobenzoateYield 90%

Procedure

5.55 g of 4-Fluoro-3-nitro-benzoic acid were dissolved in 50 ml of methanol, 6.4 ml of concentrated sulfuric acid were added and the reaction was heated to reflux for 3 h. The reaction was cooled, poured unto ice and the precipitated product was collected by suction and dried in vacuo. 5.40 g (90%) of 4-fluoro-3-nitro-benzoic acid methyl ester were obtained.

Workup

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 3 h
  3. temperatureThe reaction was cooled
  4. additionpoured unto ice
  5. customthe precipitated product was collected by suction
  6. customdried in vacuo

Sources & evidence

ORD record
ord-85d3cd4fa15849648a3406a9968d81cd
Source dataset
uspto-grants-2015_10
Patent number
US09156796B2

Reaction notes

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