1,3-Cyclohexadiene → HCID 22717324, compound

HRID 1583093Notes

Reaction equation

HRID 1583093 reaction equation
[CH:1]1[CH2:6][CH2:5][CH:4]=[CH:3][CH:2]=1.[Cl:7][SiH:8]([Cl:10])[Cl:9]>[Cl-].C([P+](CCCC)(CCCC)CCCC)CCC>[Cl:7][Si:8]([Cl:10])([Cl:9])[C:2]([CH2:3][CH2:4][CH2:5][CH2:6][Si:8]([Cl:10])([Cl:9])[Cl:7])=[CH2:1]

Participants

4

Reactant 2

HCID 116051,3-CyclohexadieneHCID 24811Trichlorosilane

Product 1

HCID 22717324HCID 22717324, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 75311Tetrabutylphosphonium chlorideCatalyst

Conditions

Temperature
180 °C

Procedure

As in Example 1, 1,3-cyclohexadiene (0.98 g, 12.23 mmol), trichlorosilane (6.63 g, 48.95 mmol) and tetrabutylphosphonium chloride (0.35 g, 1.19 mmol) were added in a 25 mL stainless steel tube under nitrogen atmosphere. After sealing the cylinder with a cap, the reactor was maintained at 180° C. for 12 hours. The resulting mixture was distilled to yield 1.92 g (yield: 45%) of 2,6-bis(trichlorosilyl)-1-hexene.

Workup

  1. distillationThe resulting mixture was distilled

Sources & evidence

ORD record
ord-b6ee98e84e8a4622b51245a970a876b5
Source dataset
uspto-grants-2004_05
Patent number
US06740766B2

Reaction notes

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