Hydrochloric Acid → 2-Bromo-4-(trifluoromethoxy)benzoic acid
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:5]=[CH:4][C:3]=1[C:13]1[O:14]CC(C)(C)N=1.Cl.[OH2:21]>>[Br:1][C:2]1[CH:7]=[C:6]([O:8][C:9]([F:10])([F:11])[F:12])[CH:5]=[CH:4][C:3]=1[C:13]([OH:14])=[O:21]Participants
4
Conditions
- Temperature
- 90 °C
Procedure
To a 50 ml round bottom flask fitted with a magnetic stirring bar and a reflux condensor was loaded 2-[2-bromo-4-(trifluoromethoxy)phenyl]-4,4-dimethyl-4,5-dihydro-1,3-oxazole (0.56 g, 1.66 mmol) and 10 ml 5N HCl. The reaction mixture was heated at 90° C. overnight. After cooling to room temperature, the reaction mixture was diluted with 20 ml water and extracted with 40 ml ethyl acetate. The extracts were dried over sodium sulfate, filtered and concentrated to give 0.42 g light brown solid.
Workup
- customTo a 50 ml round bottom flask fitted with a magnetic stirring bar
- temperatureAfter cooling to room temperature
- extractionextracted with 40 ml ethyl acetate
- dry with materialThe extracts were dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-e44e4764e92f46d3b2290dfef7cfae9b
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08304434B2
Reaction notes
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