1,3-Di-tert-butyl-2-chloro-2,3-dihydro-1H-1,3,2-diazasilole → HCID 123694563, compound

HRID 2273173Notes

Reaction equation

HRID 2273173 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].O1CCCC1.[CH3:20][C:21]([CH3:25])=[CH:22][Mg]Br>CCCCCC>[C:11]([N:3]1[CH:4]=[CH:5][N:6]([C:7]([CH3:10])([CH3:9])[CH3:8])[SiH:2]1[CH:20]=[C:21]([CH3:25])[CH3:22])([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 178420652HCID 178420652, compound

Product 1

HCID 123694563HCID 123694563, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

In an argon atmosphere, 8.44 g (36.2 mmol) of Si(tBuNCHCHNtBu)(H)Cl was dissolved in 17 mL of hexane and after adding a (2-methylprop-1-en-1-yl)magnesium bromide tetrahydrofuran solution (0.56 mol/L, 68.0 mL, 38.1 mmol), the resulting solution was stirred at room temperature for 18 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: 90° C./3.5×102 Pa) to obtain 1,3-di-tert-butyl-2-(2-methylprop-1-en-1-yl)-1,3-diaza-2-silacyclopent-4-ene (Si(tBuNCHCHNtBu)(H)CHC(CH3)2) as a yellow liquid (yielded amount: 6.30 g, yield: 69%).

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: 90° C./3.5×102 Pa)
  5. customto obtain

Sources & evidence

ORD record
ord-cef26161d90943a19d1f1f7e7352a8bd
Source dataset
uspto-grants-2015_09
Patent number
US09120825B2

Reaction notes

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