1,5-Hexadiene → 1,5-Bis(dimethoxymethylsilyl)hexane

HRID 1037694Notes

Reaction equation

HRID 1037694 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH:5]=[CH2:6].[CH3:7][O:8][CH:9]([SiH3:12])[O:10][CH3:11]>[H+].[H+].Cl[Pt-2](Cl)(Cl)(Cl)(Cl)Cl.C(O)CCC>[CH3:7][O:8][CH:9]([SiH2:12][CH2:1][CH2:2][CH2:3][CH2:4][CH:5]([SiH2:12][CH:9]([O:10][CH3:11])[O:8][CH3:7])[CH3:6])[O:10][CH3:11]

Participants

5

Reactant 2

HCID 115981,5-HexadieneHCID 71431050Dimethoxymethylsilane

Product 1

HCID 1238710361,5-Bis(dimethoxymethylsilyl)hexane

Reagents, catalysts & solvents 2

HCID 61859Chloroplatinic acidCatalystHCID 2631-ButanolSolvent

Procedure

Butanol solution of chloroplatinic acid was added to 41.1 g of 1,5-hexadiene, and to this mixture, 106.2 g of dimethoxymethylsilane was gradually added dropwise. Due to the exothermic nature of the reaction, the speed of the dropwise addition was adjusted so that temperature of the reaction mixture was up to 80° C. After the completion of the dropwise addition, the mixture was distilled at reduced pressure under clean conditions as in the case of Synthetic Example 1 to obtain 1,5-bis(dimethoxymethylsilyl)hexane.

Workup

  1. customDue to the exothermic nature of the reaction
  2. additionthe speed of the dropwise addition
  3. customwas up to 80° C
  4. additionAfter the completion of the dropwise addition
  5. distillationthe mixture was distilled at reduced pressure under clean conditions as in the case of Synthetic Example 1

Sources & evidence

ORD record
ord-1c8f4f0acf774183b78e39bc2e2c45e0
Source dataset
uspto-grants-2013_10
Patent number
US08546597B2

Reaction notes

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