Sodium Hydroxide → 2-Nitro-3-(trifluoromethyl)aniline
Reaction equation
[N+:1]([C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][CH:7]=[CH:6][C:5]=1[NH:14]C(=O)C)([O-:3])=[O:2].[OH-].[Na+]>C(O)C>[N+:1]([C:4]1[C:9]([C:10]([F:11])([F:12])[F:13])=[CH:8][CH:7]=[CH:6][C:5]=1[NH2:14])([O-:3])=[O:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of N-(2-nitro-3-trifluoromethyl-phenyl)-acetamide (0.9 g, 3.6 mmol) in ethanol (23 mL) was added an aq. solution of 20% aq. sodium hydroxide (4.5 mL) and the mixture was heated to reflux for one hour. After completion of the reaction, the reaction mixture was cooled to room temperature and the solvents were evaporated. The reaction mixture was then diluted with water (50 mL), extracted with ethyl acetate (2×25 mL). The combined organic layers were dried over sodium sulphate and concentrated to dryness to get the title compound as yellow solid (0.67 g, 95.54%).
Workup
- temperaturethe mixture was heated
- temperatureto reflux for one hour
- customAfter completion of the reaction
- customthe solvents were evaporated
- additionThe reaction mixture was then diluted with water (50 mL)
- extractionextracted with ethyl acetate (2×25 mL)
- dry with materialThe combined organic layers were dried over sodium sulphate
- concentrationconcentrated to dryness
Sources & evidence
- ORD record
- ord-15e96ceeef8446f9b5569afaccd6e9e6
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09006454B2
Reaction notes
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