Potassium Nitrate → 1-Methoxy-4-nitronaphthalene-2-carboxylic acid

HRID 274764Notes

Reaction equation

HRID 274764 reaction equation
[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[C:13]([OH:15])=[O:14].[N+:16]([O-])([O-:18])=[O:17].[K+]>C(O)(=O)C.S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([N+:16]([O-:18])=[O:17])=[CH:5][C:4]=1[C:13]([OH:15])=[O:14]

Participants

5

Reactant 2

HCID 24434Potassium NitrateHCID 6087221-Methoxy-2-naphthoic acid

Product 1

HCID 153385881-Methoxy-4-nitronaphthalene-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 1118Sulfuric AcidSolvent

Procedure

To a stirred solution of 1-methoxy-naphthalene-2-carboxylic acid (20.2 g; 0.1 m) in glacial acetic acid (200 ml) was added a solution of potassium nitrate (10.1 g; 0.1 m) in concentrated sulphuric acid (10 ml). The temperature was maintained below 25° C. by means of a water bath. The reaction was stirred for four hours and poured into ice-water (500 ml). The product was collected by filtration, washed well with water and dried in vacuo at room temperature to give 1-methoxy-4-nitro naphthalene-2-carboxylic acid, m.p. 204°-206° C.

Workup

  1. temperatureThe temperature was maintained below 25° C. by means of a water bath
  2. filtrationThe product was collected by filtration
  3. washwashed well with water
  4. customdried in vacuo at room temperature

Sources & evidence

ORD record
ord-10d60a72802e451988b725873fd7d7ec
Source dataset
uspto-grants-1995_02
Patent number
US05389684

Reaction notes

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