1,4-Dichloro-2-butyne → 1,4-Dichloro-2-(dichloromethyl)silyl-2-butene

HRID 653543Notes

Reaction equation

HRID 653543 reaction equation
[Cl:1][CH2:2][C:3]#[C:4][CH2:5][Cl:6].[Cl:7][CH:8]([SiH3:10])[Cl:9]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl.C(O)(C)C>[Cl:1][CH2:2][C:3]([SiH2:10][CH:8]([Cl:9])[Cl:7])=[CH:4][CH2:5][Cl:6]

Participants

5

Reactant 2

HCID 131821,4-Dichloro-2-butyneHCID 57353436(Dichloromethyl)silane

Product 1

HCID 1236151651,4-Dichloro-2-(dichloromethyl)silyl-2-buteneYield 87.2%

Reagents, catalysts & solvents 2

HCID 3776IsopropanolCatalystHCID 61859Chloroplatinic acidCatalyst

Procedure

To a mixture of 10 ml (0.106 mol) of 1,4-dichloro-2-butyne and 11.5 ml (0.11 mol) of dichloromethylsilane (boiling point: 41° C.) was added 0.05 ml (4.8 mmol %) of an isopropanol solution of chloroplatinic acid prepared in the same manner as in Example 1, followed by heating under reflux for 1 hour, thereby obtaining 22 g of 1,4-dichloro-2-(dichloromethyl)silyl-2-butene.

Workup

  1. customprepared in the same manner as in Example 1
  2. temperatureby heating
  3. temperatureunder reflux for 1 hour

Sources & evidence

ORD record
ord-db7690e9f4a24cecacaf51e8bc00afc5
Source dataset
uspto-grants-1987_06
Patent number
US04677216

Reaction notes

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