4-Vinyl-1-cyclohexene → 6-(3-Hexenyl)-4,4-dichloro-4-sila-1-hexene

HRID 37602

Reaction equation

HRID 37602 reaction equation
[CH:1]([CH:3]1[CH2:8][CH2:7][CH:6]=[CH:5][CH2:4]1)=[CH2:2].[CH2:9]([SiH:12]([Cl:14])[Cl:13])[CH:10]=[CH2:11]>C(O)(C)C.[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl>[CH2:6]([CH2:5][CH2:4][Si:12]([Cl:14])([Cl:13])[CH2:9][CH:10]=[CH2:11])[CH2:7][CH:8]=[CH:3][CH2:1][CH3:2]

Participants

5

Reactant 2

HCID 74994-Vinyl-1-cyclohexeneHCID 77536Dichloro(prop-2-enyl)silane

Product 1

HCID 570890046-(3-Hexenyl)-4,4-dichloro-4-sila-1-hexeneYield 76,753.602%

Reagents, catalysts & solvents 2

HCID 61859Chloroplatinic acidCatalystHCID 3776IsopropanolSolvent

Procedure

Using the same apparatus and procedure described in EXAMPLE 1, 37.8 g (0.35 mol) of 4-vinylcyclohexene and 60 μl of 1% chloroplatinic acid in isopropanol were added to the flask. Through the dropping funnel was added dropwise 10.0 g (0.07 mmol) of allyldichlorosilane for 30 min at 80° C. and the solution was further reacted for 3 hrs to complete the reaction. Vacuum distillation (70-73° C./0.5 torr) of the product mixture gave 13.5 g (78%) of 6-(3-hexenyl)-4,4-dichloro-4-sila-1-hexene.

Workup

  1. additionwere added to the flask
  2. customthe solution was further reacted for 3 hrs
  3. customthe reaction
  4. distillationVacuum distillation (70-73° C./0.5 torr) of the product mixture

Sources & evidence

ORD record
ord-a6e6ebd445904251982b712987aa6c82
Source dataset
uspto-grants-1995_05
Patent number
US05420323

Linked notes

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