Chlorotrimethylsilane → HCID 178419772, compound

HRID 522642Notes

Reaction equation

HRID 522642 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][CH:14]=1>C1COCC1>[Br-:2].[CH2:12]([Zn+:1])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 7498Benzyl BromideHCID 78391,2-DibromoethaneHCID 23994Zinc

Product 1

HCID 178419772HCID 178419772, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension mixture of zinc powder (active, 65 g, 1.0 mol) in dry THF (200 mL) was dropwise added 1,2-dibromoethane (3.5 mL, 40 mmol) at 65° C. under nitrogen atmosphere, followed by the addition of chlorotrimethylsilane (87 mg, 80 mmol). The mixture was then stirred at 60° C. for another 1 h. Subsequently, (bromomethyl)benzene (60 mL, 500 mmol) was dropwise added, and the suspension was stirred at 60° C. for another 1 h. The reaction mixture was directly used in the next step.

Workup

  1. customat 65° C.
  2. stirringthe suspension was stirred at 60° C. for another 1 h

Sources & evidence

ORD record
ord-bb23735919a9489faea738e8a3cad527
Source dataset
uspto-grants-2016_05
Patent number
US09334263B2

Reaction notes

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