Hydrochloric Acid → 4-(Acetyloxy)-3-nitrobenzoic acid
Reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[OH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[N+:18]([O-:20])=[O:19].Cl>N1C=CC=CC=1>[C:1]([O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[N+:18]([O-:20])=[O:19])(=[O:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 25 °C
Procedure
Acetic anhydride (550 ml) was added to a mixture of 4-hydroxy-3-nitrobenzoic acid (100 g) and pyridine (119.82 ml), and stirred for 3 hours at 25° C. The reaction solution was poured into a cooled hydrochloric acid solution, and the thus-precipitated crystals were filtered and washed with cold water. The crystals were recrystallized from ethyl acetate/hexane, thereby giving 85.45 g of the desired compound.
Workup
- filtrationthe thus-precipitated crystals were filtered
- washwashed with cold water
- customThe crystals were recrystallized from ethyl acetate/hexane
Sources & evidence
- ORD record
- ord-e2398400234249cf8822572b87e81c81
- Source dataset
- uspto-grants-2009_04
- Patent number
- US07514452B2
Reaction notes
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