Methanol → Methyl 2-hydroxy-3-nitrobenzoate

HRID 602310Notes

Reaction equation

HRID 602310 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]=1[OH:13])([O-:3])=[O:2].S(=O)(=O)(O)O.[CH3:19]O>>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:6]([C:7]([O:9][CH3:19])=[O:8])[C:5]=1[OH:13])([O-:3])=[O:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 68073-Nitrosalicylic acid

Product 1

HCID 596904Methyl 2-hydroxy-3-nitrobenzoate

Procedure

3-Nitrosalicylic acid (500 g) was dissolved in methanol (2.25 L), concentrated sulfuric acid (0.25 L) was added, and the mixture was refluxed for 22 hours. The reaction solution was cooled on ice, and the precipitated solid was collected by filtration and dried to obtain the title compound (517.3 g).

Workup

  1. temperaturethe mixture was refluxed for 22 hours
  2. temperatureThe reaction solution was cooled on ice
  3. filtrationthe precipitated solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-5c854648f6484297b01b77cceb3ab8ac
Source dataset
uspto-grants-2011_03
Patent number
US07906508B2

Reaction notes

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