Chlorotrimethylsilane → HCID 178506138, compound
Reaction equation
[Zn:1].[Br:2]CCBr.Cl[Si](C)(C)C.Br[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[C:19]([F:22])([F:21])[F:20]>O1CCCC1>[Br-:2].[F:20][C:19]([F:22])([F:21])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][Zn+:1]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
In a dried flask zinc powder (2.489 g, 38.07 mmol) was suspended in anhydrous tetrahydrofuran (50 mL) under nitrogen. The resulting suspension was warmed to 60° C., then 1,2-dibromoethane (0.126 mL, 1.46 mmol) was added and stirred at that temperature for 15 min. It was cooled to room temperature, then chlorotrimethylsilane (0.149 mL, 1.17 mmol) was added and stirred for 20 min. 1-(Bromomethyl)-2-(trifluoromethyl)benzene (4.46 mL, 29.28 mmol) in THF (2 mL) was added dropwise and stirring was continued at room temperature for 4 h. Stirring was switched off to let the precipitates settle. The supernatant was used in the next transformation.
Workup
- temperatureIt was cooled to room temperature
- stirringstirred for 20 min
- stirringstirring
- waitwas continued at room temperature for 4 h
- stirringStirring
Sources & evidence
- ORD record
- ord-7cef36f8b2214669a5527564a08fc9cf
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08415378B2
Reaction notes
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