Tetrahydrofuran → Chloropropyldimethylvinylsilane

HRID 2090156Notes

Reaction equation

HRID 2090156 reaction equation
C([Mg]Cl)=C.[Cl:5][CH2:6][CH2:7][CH2:8][Si:9]([CH3:12])(C)Cl.O1C[CH2:16][CH2:15][CH2:14]1>>[Cl:5][CH2:6][CH2:7][CH2:8][SiH2:9][CH:12]=[C:15]([CH3:16])[CH3:14]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 82765Silane, chloro(3-chloropropyl)dimethyl-HCID 178461836HCID 178461836, compound

Product 1

HCID 131715857ChloropropyldimethylvinylsilaneYield 92%

Procedure

A flask equipped with a stirrer, reflux condenser, dropping funnel and thermometer was charged with 500 mL (0.73 mol) a tetrahydrofuran solution of 1.46M vinylmagnesium chloride, to which 119.8 g (0.7 mol) of chloropropyldimethylchlorosilane was added dropwise over 2 hours at an internal temperature of 25-50° C. The reaction solution was stirred for 2 hours. A salt formed was removed by filtration. By subsequent distillation, the target compound, chloropropyldimethylvinylsilane was collected as a fraction having a boiling point of 82° C./5 kPa in an amount of 104.4 g (yield 92%).

Workup

  1. customA flask equipped with a stirrer
  2. temperaturereflux condenser
  3. customA salt formed
  4. customwas removed by filtration
  5. distillationBy subsequent distillation
  6. customthe target compound, chloropropyldimethylvinylsilane was collected as a fraction

Sources & evidence

ORD record
ord-96e457a9464244699470955a53395bbe
Source dataset
uspto-grants-2013_05
Patent number
US08436166B2

Reaction notes

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