Chlorotrimethylsilane → HCID 178462437, compound

HRID 1498832Notes

Reaction equation

HRID 1498832 reaction equation
[Zn:1].[Br:2]CCBr.Cl[Si](C)(C)C.Br[CH:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:13]>C1COCC1>[Br-:2].[C:14]1([CH:12]([Zn+:1])[CH3:13])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

6

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 78391,2-DibromoethaneHCID 11454(1-Bromoethyl)benzeneHCID 23994Zinc

Product 1

HCID 178462437HCID 178462437, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension mixture of zinc powder (active, 5.1 g, 80.0 mmol) in dry THF (20 mL) was added dropwise 1,2-dibromoethane (0.28 mL, 5.7 mmol) at 70° C. under nitrogen atmosphere, followed by the addition of chlorotrimethylsilane (1.2 mL, 10.6 mmol). Subsequently, (1-bromoethyl)benzene (3.7 g, 20 mmol) was added dropwise. The resultant suspension was stirred at 70° C. for another 1 h. The reaction mixture was cooled to RT and directly used for the next step.

Sources & evidence

ORD record
ord-ce6132e4c18f4c558fc8ddc0776c7a96
Source dataset
uspto-grants-2015_12
Patent number
US09200002B2

Reaction notes

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