Ethanol → Ethyl 3-Bromo-5-fluorobenzoate
Reaction equation
S(=O)(=O)(O)O.[Br:6][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([F:16])[CH:15]=1)[C:10]([OH:12])=[O:11].[CH2:17](O)[CH3:18]>C(OCC)C.O>[Br:6][C:7]1[CH:8]=[C:9]([CH:13]=[C:14]([F:16])[CH:15]=1)[C:10]([O:12][CH2:17][CH3:18])=[O:11]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
Sulphuric acid (0.5 mL) was added to a stirring solution of 3-bromo-5-fluorobenzoic acid (473 mgs, 2.16 mmol) in ethanol (10 mL) and refluxed for 17 hours. The reaction mixture was cooled to room temperature and diluted with diethyl ether and water. The ether layer was washed with 5% sodium hydrogen carbonate solution, dried over magnesium sulphate and evaporated to dryness to give the title compound as a brown oil. (506 mg).
Workup
- temperaturerefluxed for 17 hours
- washThe ether layer was washed with 5% sodium hydrogen carbonate solution
- dry with materialdried over magnesium sulphate
- customevaporated to dryness
Sources & evidence
- ORD record
- ord-b5ddce8d41944fb2a45960cd69bface4
- Source dataset
- uspto-grants-2008_11
- Patent number
- US07446222B2
Reaction notes
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