Chlorotrimethylsilane → HCID 178505940, compound

HRID 1967444Notes

Reaction equation

HRID 1967444 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 trimethylsilyl chloride (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 at 60° C. to the solution prepared above. The mixture was further stirred for 1 hr to give a solution of 3-chloro-2-fluorobenzylzinc bromide in tetrahydrofuran.

Workup

  1. customprepared above
  2. stirringThe mixture was further stirred for 1 hr

Sources & evidence

ORD record
ord-1d6e3b0810de434bbb70ff3f195bce48
Source dataset
uspto-grants-2013_04
Patent number
US08420821B2

Reaction notes

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