Carbon Dioxide → 5-Bromo-2,3,4-trifluorobenzoic acid
Reaction equation
[F:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[CH:4][C:3]=1[Br:10].[Li+].CC([N-]C(C)C)C.[Li]CCCC.[C:24](=[O:26])=[O:25]>>[Br:10][C:3]1[C:2]([F:1])=[C:7]([F:8])[C:6]([F:9])=[C:5]([CH:4]=1)[C:24]([OH:26])=[O:25]Participants
5
Procedure
To a solution of 2,3,4-trifluorobromobenzene in appropriate solvent is added strong base (such as LDA, nBuLi, LiHDMS) under nitrogen atmosphere. The reaction is generally carried out at low temperature (−50-−80° C., prefer −78° C.). The reaction is kept stirring for some time (0.5-12 h, preferably select 0.5-2 h) and is added dry ice. The resulting mixture is kept stirring for some time (3-12 h, prefer 5-10 h) and 5-bromo-2,3,4-trifluorobenzoic acid is obtained after conventional workup.
Workup
- customis generally carried out at low temperature (−50-−80° C., prefer −78° C.)
- stirringThe resulting mixture is kept stirring for some time (3-12 h, prefer 5-10 h)
Sources & evidence
- ORD record
- ord-755e49309f674c0bbce5011bdaf7b66b
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09290468B2
Reaction notes
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