Iodine → HCID 178505763, compound
Reaction equation
[Zn:1].II.[Br:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1.C[Si](Cl)(C)C>O1CCCC1>[Br-:4].[F:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][Zn+:1])=[CH:7][CH:8]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred mixture of Zn metal (18.5 g, 289.06 mmol, 1.09 equiv), I2 (500 mg, 1.97 mmol, 0.01 equiv) and 1-(bromomethyl)-4-fluorobenzene (5 g, 0.10 equiv) in anhydrous tetrahydrofuran (50 mL) maintained under nitrogen at room temperature was added dropwise a solution of 1-(bromomethyl)-4-fluorobenzene (45 g, 211.6 mmol, 0.90 equiv) in tetrahydrofuran (200 mL). TMSCl (500 mg, 4.60 mmol, 0.02 equiv) was then added dropwise to the reaction. The resulting mixture was refluxed for 10 h. The solution was cooled to 0° C. and used in the next step immediately.
Workup
- temperatureThe resulting mixture was refluxed for 10 h
- temperatureThe solution was cooled to 0° C.
Sources & evidence
- ORD record
- ord-82d8d67e34174504a05b01a8d455fba3
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365527B2
Reaction notes
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