Lithium Chloride → 2-Hydroxy-4-(trifluoromethyl)benzaldehyde
Reaction equation
C[O:2][C:3]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:4]=1[CH:5]=[O:6].[Cl-].[Li+]>CN(C=O)C>[OH:2][C:3]1[CH:10]=[C:9]([C:11]([F:12])([F:13])[F:14])[CH:8]=[CH:7][C:4]=1[CH:5]=[O:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
A mixture of the product from step (i) (3.18 g) and lithium chloride (1.96 g) in DMF (30 ml) was heated at 150° C. for 5 h. The mixture was partitioned between diethylether and 2M hydrochloric acid, the organic layer dried, and the solvent evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with isohexane/diethylether 3:1, yield 2.30 g.
Workup
- customThe mixture was partitioned between diethylether and 2M hydrochloric acid
- customthe organic layer dried
- customthe solvent evaporated under reduced pressure
- customThe residue was purified by chromatography on silica eluting with isohexane/diethylether 3:1, yield 2.30 g
Sources & evidence
- ORD record
- ord-f380f785627048799388a4492fa97ed0
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08022248B2
Reaction notes
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