Methanol → Methyl 2-hydroxy-3-nitrobenzoate

HRID 1809129Notes

Reaction equation

HRID 1809129 reaction equation
[OH:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:19]O>>[CH3:19][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[C:10]([N+:11]([O-:13])=[O:12])[C:2]=1[OH:1]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 68073-Nitrosalicylic acid

Product 1

HCID 596904Methyl 2-hydroxy-3-nitrobenzoateYield 93%

Conditions

Temperature
0 °C

Procedure

20 g (109 mmol) of 2-hydroxy-3-nitrobenzoic acid was dissolved in 150 mL of methanol, 7 mL of strong sulfuric acid was added dropwise thereto. The mixture was stirred under heat-reflux for 24 hr. The mixture was cooled to 0° C., filtered and washed with distilled water, followed by drying under vacuum to obtain the title compound (20 g, yield: 93%)

Workup

  1. temperatureunder heat-reflux for 24 hr
  2. filtrationfiltered
  3. washwashed with distilled water
  4. customby drying under vacuum

Sources & evidence

ORD record
ord-8f05119a54a64cceb29eb874bd2676b4
Source dataset
uspto-grants-2013_01
Patent number
US08362012B2

Reaction notes

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