Water → 1-(5-Bromo-1,3-thiazol-2-yl)ethan-1-one
Reaction equation
[Br:1][C:2]1[S:6][C:5]([C:7](OCC)([O:9]CC)[CH3:8])=[N:4][CH:3]=1.FC(F)(F)C(O)=O.O>ClCCl>[Br:1][C:2]1[S:6][C:5]([C:7](=[O:9])[CH3:8])=[N:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of the product of Step 2 (981 mg, 3.50 mmol) in dichloromethane (4 mL) at room temperature, under nitrogen, were added trifluoroacetic acid (6.204 mL, 81 mmol) and water (208 μL, 11.55 mmol). The mixture was stirred at room temperature for 18 h. The solvent was removed under reduced pressure. The residue was dissolved in dichloromethane and was washed with 5% aqueous sodium bicarbonate (3×) and brine, dried (sodium sulfate) and concentrated to give 1-(5-bromo-1,3-thiazol-2-yl)ethanone (654 mg, 3.17 mmol, 91% yield) as a yellow solid that was used without further purification.
Workup
- customThe solvent was removed under reduced pressure
- dissolutionThe residue was dissolved in dichloromethane
- washwas washed with 5% aqueous sodium bicarbonate (3×) and brine
- dry with materialdried (sodium sulfate)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-0a60c48f4fd24aa7955a6e33bc82c0d4
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08551984B2
Reaction notes
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