3-Butenenitrile → 4,4-Dichloro-7-cyano-4-sila-1-heptene

HRID 37600

Reaction equation

HRID 37600 reaction equation
[CH2:1]([C:4]#[N:5])[CH:2]=[CH2:3].[CH2:6]([SiH:9]([Cl:11])[Cl:10])[CH:7]=[CH2:8]>C(O)(C)C.[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[Cl:10][Si:9]([Cl:11])([CH2:3][CH2:2][CH2:1][C:4]#[N:5])[CH2:6][CH:7]=[CH2:8]

Participants

5

Reactant 2

HCID 80093-ButenenitrileHCID 77536Dichloro(prop-2-enyl)silane

Product 1

HCID 571366034,4-Dichloro-7-cyano-4-sila-1-hepteneYield 60,081.898%

Reagents, catalysts & solvents 2

HCID 61859Chloroplatinic acidCatalystHCID 3776IsopropanolSolvent

Procedure

Using the same apparatus and procedure described in EXAMPLE 1, 97.9 g (1.46 mol) of allyl cyanide and 350 μl of 1% chloroplatinic acid in isopropanol were added to the flask. Through the dropping funnel was added dropwise 20.6 g (0.15 mmol) of allyldichlorosilane for 30 min at 80° C. and the solution was further reacted for 17.5 hrs to complete the reaction. Vacuum distillation (76-78/0.5 torr) of the product mixture gave 18.76 g (62%) of 4,4-dichloro-7-cyano-4-sila-1-heptene.

Workup

  1. additionwere added to the flask
  2. customthe solution was further reacted for 17.5 hrs
  3. customthe reaction
  4. distillationVacuum distillation (76-78/0.5 torr) of the product mixture

Sources & evidence

ORD record
ord-c102ab6f06d446489d8d722786d7047c
Source dataset
uspto-grants-1995_05
Patent number
US05420323

Linked notes

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