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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273174Generated: October 30, 2026

1,3-Di-tert-butyl-2-chloro-2,3-dihydro-1H-1,3,2-diazasilole → 1,3-Di-tert-butyl-2-(prop-1-en-2-yl)-1,3-diaza-2-silacyclopent-4-ene

https://huagongshe.com/reaction/2273174

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Di-tert-butyl-2-chloro-2,3-dihydro-1H-1,3,2-diazasiloleHCID 71334611—
ReactantHCID 178420658HCID 178420658—
SolventHexaneHCID 8058—
Product1,3-Di-tert-butyl-2-(prop-1-en-2-yl)-1,3-diaza-2-silacyclopent-4-eneHCID 12371770047%

Reaction Steps

In an argon atmosphere, 8.71 g (37.4 mmol) of Si(tBuNCHCHNtBu)(H)Cl was dissolved in 20 mL of hexane and after adding a (prop-1-en-2-yl)magnesium bromide tetrahydrofuran solution (0.57 mol/L, 69.0 mL, 39.3 mmol), the resulting solution was refluxed for 14 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: 80° C./4.3×102 Pa) to obtain 1,3-di-tert-butyl-2-(prop-1-en-2-yl)-1,3-diaza-2-silacyclopent-4-ene (Si(tBuNCHCHNtBu)(H)C(CH3)CH2) as a yellow liquid (yielded amount: 4.18 g, yield: 47%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120825B2
Source datasetuspto-grants-2015_09
ORD IDord-ec5e4838d70f430f913a09a8d90a057e
Source noteuspto-grants-2015_09