Chlorotrimethylsilane → HCID 178505941, compound

HRID 1967445Notes

Reaction equation

HRID 1967445 reaction equation
[Zn:1].BrCCBr.C[Si]([Cl:10])(C)C.[Cl:11][C:12]1[C:13]([F:20])=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15]Cl>O1CCCC1>[Cl-:10].[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 205387721-Chloro-3-(chloromethyl)-2-fluorobenzene

Product 1

HCID 178505941HCID 178505941, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

Under an argon atmosphere, a zinc powder (1.44 g) was suspended in tetrahydrofuran (3.6 ml), 1,2-dibromoethane (38 mg) and trimethylsilyl chloride (43 mg) were successively added at 60° C., and the mixture was stirred for 30 min. A solution of 3-chloro-2-fluorobenzyl chloride (3.58 g) in tetrahydrofuran (9 ml) was added dropwise at 60° C. to the solution prepared above. The mixture was further stirred under heating for 1 hr to give a solution of 3-chloro-2-fluorobenzylzinc chloride in tetrahydrofuran.

Workup

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

Sources & evidence

ORD record
ord-92b592a78971447eba4f2353e60a94fc
Source dataset
uspto-grants-2013_04
Patent number
US08420821B2

Reaction notes

Loading…