Chlorotrimethylsilane → HCID 178505940, compound

HRID 391232Notes

Reaction equation

HRID 391232 reaction equation
[Zn:1].[Br:2]CCBr.C[Si](Cl)(C)C.[Cl:11][C:12]1[C:13]([F:20])=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15]Br>O1CCCC1>[Br-:2].[Cl:11][C:12]1[C:13]([F:20])=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][Zn+:1]

Participants

6

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 78391,2-DibromoethaneHCID 23994ZincHCID 5228271-(Bromomethyl)-3-chloro-2-fluorobenzene

Product 1

HCID 178505940HCID 178505940, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Under an argon atmosphere, a zinc powder (3.18 g) was suspended in tetrahydrofuran (8 ml), 1,2-dibromoethane (0.061 g, 0.32 mmol) and trimethylsilylchloride (0.071 g, 0.65 mmol) were successively added at 60° C., and the mixture was stirred for 30 min. A solution of 3-chloro-2-fluorobenzyl bromide (7.48 g, 32.5 mmol) in tetrahydrofuran (20 ml) was added dropwise to the solution prepared above at 60° C. The mixture was further stirred under heating for 1 hr to give a solution of 3-chloro-2-fluorobenzylzinc bromide in tetrahydrofuran.

Workup

  1. customprepared above at 60° C
  2. stirringThe mixture was further stirred
  3. temperatureunder heating for 1 hr

Sources & evidence

ORD record
ord-4f5f0da6ab3947e0b0cfc66fb0497759
Source dataset
uspto-grants-2013_02
Patent number
US08383819B2

Reaction notes

Loading…