Nitric Acid → 1403597-59-0

HRID 2401470Notes

Reaction equation

HRID 2401470 reaction equation
[OH:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[N+:12]([O-])([OH:14])=[O:13]>OS(O)(=O)=O>[OH:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][C:10]=1[N+:12]([O-:14])=[O:13])[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 2520233-Hydroxy-2-methylbenzoic Acid

Product 1

HCID 190169231403597-59-0

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
-40 °C

Procedure

To a solution of 3-hydroxy-2-methylbenzoic acid (5.00 g, 25.3 mmol) in concentrated H2SO4 (98%, 10 mL) was added concentrated HNO3 (63%, 10 mL) dropwise. The mixture was stirred at −40° C. for 10 min. The mixture was poured into ice-water and extracted by EA (3 times). The organic layers were combined, dried over anhydrous Na2SO4. Then the solvent was evaporated in vacuo to afford 3-hydroxy-2-methyl-4-nitrobenzoic acid as a yellow solid, which was used for next step without further purification.

Workup

  1. extractionextracted by EA (3 times)
  2. dry with materialdried over anhydrous Na2SO4
  3. customThen the solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-5a15163921364db49cda624524892cd1
Source dataset
uspto-grants-2014_08
Patent number
US08796296B2

Reaction notes

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