Nitric Acid → 2-(3-Nitro-4-hydroxyphenyl)propionic acid

HRID 660337Notes

Reaction equation

HRID 660337 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[N+:13]([O-])([OH:15])=[O:14].O>CC(O)=O>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])=[CH:6][C:7]=1[N+:13]([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 1025262-(4-Hydroxyphenyl)propionic acid

Product 1

HCID 128726092-(3-Nitro-4-hydroxyphenyl)propionic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-(4-Hydroxy-phenyl)-propionic acid (788 mg, 1 mmol) in CH3COOH (10 ml) is added to 60% Nitric acid (552 mg, 1.11 mmol) at room temperature. The reaction mixture is stirred for 1 h. The iced water (50 ml) added to the reaction mixture. The mixture is extracted with ethyl acetate. The extracts are washed with water, dried over magnesium sulfate, filtered and concentrated in vacuo.

Workup

  1. extractionThe mixture is extracted with ethyl acetate
  2. washThe extracts are washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1b8c05d0b5234f018110c78228618309
Source dataset
uspto-grants-2011_12
Patent number
US08084484B2

Reaction notes

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