Triethylsilane → 2-Chloro-4-ethyl-1-fluorobenzene
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=O)[CH3:10])[CH:5]=[CH:6][C:7]=1[F:8].C([SiH](CC)CC)C>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH3:10])[CH:5]=[CH:6][C:7]=1[F:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3′-chloro-4′-fluoroacetophenone (5.2 g, 30.1 mmol) in 30 mL TFA, was added triethylsilane (14.4 mL, 90.4 mmol). The mixture was stirred at rt for 15 h, then concentrated. The crude product was purified by flash chromatography (100% hexanes, 2×) to afford 1.35 g of Intermediate 221.1 as a colorless oil.
Workup
- concentrationconcentrated
- customThe crude product was purified by flash chromatography (100% hexanes, 2×)
Sources & evidence
- ORD record
- ord-e628bb131f7d41c080af62910a34c143
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07576098B2
Reaction notes
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