Acetic Acid → 4-Methoxy-2-nitrobenzoic acid
Reaction equation
[N+:1]([C:4]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8]C=1C#N)([O-:3])=[O:2].[C:14]([OH:17])(=[O:16])[CH3:15].S(=O)(=O)(O)O>O>[N+:1]([C:4]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:15]=1[C:14]([OH:17])=[O:16])([O-:3])=[O:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2-nitro-4-methoxybenzonitrile (14.0 g, 78.6 mM) in a solution of acetic acid (28 mL), sulfuric acid (28 mL) and water (28 mL) was refluxed for 11 hr, allowed to cool and diluted with water (200 mL). The resulting precipitate which formed was collected, washed with water and dried to give the title benzoic acid (14.2 g, 91.8%) as a yellow crystalline solid; MS(CI): 198 (M+H).
Workup
- temperaturewas refluxed for 11 hr
- temperatureto cool
- customThe resulting precipitate which formed
- customwas collected
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-25ba7dfa0f824982b8c2a5e57de886c1
- Source dataset
- uspto-grants-1998_03
- Patent number
- US05733910
Reaction notes
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