Hydrochloric Acid → 2-amino-5-(trifluoromethoxy)benzoic Acid
Reaction equation
[F:1][C:2]([F:16])([F:15])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9]C(=O)[C:7]2=[O:14].[OH:17]O.Cl>[OH-].[Na+]>[NH2:9][C:10]1[CH:11]=[CH:12][C:4]([O:3][C:2]([F:1])([F:16])[F:15])=[CH:5][C:6]=1[C:7]([OH:14])=[O:17]Participants
5
Conditions
- Temperature
- 17 °C
Procedure
5-Trifluoromethoxy-1H-indole-2,3-dione (3.48 g, 15.0 mmol) was dissolved in 2N aqueous sodium hydroxide (90 ml) and cooled to 17° C. before adding 30% aqueous hydrogen peroxide solution (2.75 ml, 27 mmol) dropwise over 20 minutes. The mixture was stirred at room temperature for 1 hour before adding concentrated hydrochloric acid (7 ml). The resulting brown precipitate was filtered off and dried in vacuo at 50° C. for 66 hours to give the title compound (1.83 g) as a brown solid.
Workup
- filtrationThe resulting brown precipitate was filtered off
- customdried in vacuo at 50° C. for 66 hours
Sources & evidence
- ORD record
- ord-f6b70f7f1c6e449fbc0479d719a36a6f
- Source dataset
- uspto-grants-2008_10
- Patent number
- US07442795B2
Reaction notes
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