1,3-Di-tert-butyl-2-chloro-2,3-dihydro-1H-1,3,2-diazasilole → HCID 124007216, compound

HRID 2273171Notes

Reaction equation

HRID 2273171 reaction equation
Cl[SiH:2]1[N:6]([C:7]([CH3:10])([CH3:9])[CH3:8])[CH:5]=[CH:4][N:3]1[C:11]([CH3:14])([CH3:13])[CH3:12].O1CC[CH2:17][CH2:16]1.C([Mg]Cl)=C>CCCCCC>[C:11]([N:3]1[CH:4]=[CH:5][N:6]([C:7]([CH3:10])([CH3:9])[CH3:8])[SiH:2]1[CH:16]=[CH2:17])([CH3:14])([CH3:13])[CH3:12]

Participants

4

Reactant 2

HCID 713346111,3-Di-tert-butyl-2-chloro-2,3-dihydro-1H-1,3,2-diazasiloleHCID 178420668HCID 178420668, compound

Product 1

HCID 124007216HCID 124007216, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

In an argon atmosphere, 6.54 g (28.1 mmol) of Si(tBuNCHCHNtBu)(H)Cl was dissolved in 20 mL of hexane and after adding a vinyl magnesium chloride tetrahydrofuran solution (1.61 mol/L, 34.5 mL, 55.5 mmol), the resulting solution was stirred at room temperature for 22 hours. Insoluble matters produced were separated by filtration, and the solvent was removed by distillation from the filtrate under atmospheric pressure. The obtained residue was distilled under reduced pressure (distillation temperature: 85° C./6.1×102 Pa) to obtain 1,3-di-tert-butyl-2-vinyl-1,3-diaza-2-silacyclopent-4-ene (Si(tBuNCHCHNtBu)(H)CHCH2) as a yellow liquid (yielded amount: 3.01 g, yield: 48%).

Workup

  1. customInsoluble matters produced
  2. customwere separated by filtration
  3. customthe solvent was removed by distillation from the filtrate under atmospheric pressure
  4. distillationThe obtained residue was distilled under reduced pressure (distillation temperature: 85° C./6.1×102 Pa)
  5. customto obtain

Sources & evidence

ORD record
ord-f2b1ff5996fa44408920f92b1b6eafa6
Source dataset
uspto-grants-2015_09
Patent number
US09120825B2

Reaction notes

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