Hydrochloric Acid → 4-Amino-3-chlorobenzoic acid
Reaction equation
[OH-].[Na+].[NH2:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10]C)=[O:9])=[CH:6][C:5]=1[Cl:14].Cl>CO>[NH2:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=1[Cl:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 45 °C
Procedure
1 N NaOH (11 mL; 11 mmol) was added to a solution of methyl 4-amino-3-chlorobenzoate (2 g; 10.8 mmol) in MeOH (20 mL) at 45° C. The reaction mixture was stirred for 5 h at 45° C. and overnight at room temperature. More 1N NaOH was added (5 mL; 5 mmol) and the reaction was stirred at 45° C. for 2 h. After concentration of solvent was added 1N HCl (16 ml). The solid precipitate was filtered and dried to give 4-amino-3-chlorobenzoic acid, C, as a with solid (1.75 g; 10.2 mmol). Yield 94.6%.
Workup
- stirringthe reaction was stirred at 45° C. for 2 h
- filtrationThe solid precipitate was filtered
- customdried
Sources & evidence
- ORD record
- ord-a172ba97bfb04280bc5c091d934a3c14
- Source dataset
- uspto-grants-2009_11
- Patent number
- US07611692B2
Reaction notes
Loading…