3,3-Dimethyl-1-butene → Et3SiCH2CH2CMe3

HRID 65512

Reaction equation

HRID 65512 reaction equation
[SiH:1]([CH2:6][CH3:7])([CH2:4][CH3:5])[CH2:2][CH3:3].[CH3:8][C:9]([CH3:13])([CH3:12])[CH:10]=[CH2:11].[SiH:14]([Cl:17])([Cl:16])[Cl:15]>>[Si:14]([CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[CH3:8])([Cl:17])([Cl:16])[Cl:15].[Si:1]([CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[CH3:8])([CH2:6][CH3:7])([CH2:4][CH3:5])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 112103,3-Dimethyl-1-buteneHCID 12052TriethylsilaneHCID 24811Trichlorosilane

Product 2

HCID 10899656Et3SiCH2CH2CMe3Yield 59.8%HCID 14111683(3,3-Dimethylbutyl)trichlorosilaneYield 8.3%

Procedure

In a 100 ml apparatus, there were combined 11.6 g (0.1 mol) of Et3SiH, 8.4 g (0.1 mol) of 3,3-dimethyl-1-butene, and 13.6 g (0.1 mol) of Cl3SiH. Pt Catalyst solution was added (0.05 ml) at 24° C., causing a rapid exothermic reaction to 57° C. in 4 min. Vacuum distillation yielded 1.82 g (8.3%) of Cl3SiCH2CH2CMe3 and 11.95 g (59.8%) of Et3SiCH2CH2CMe3. This example shows that Cl3SiH is an effective promoter at the equimolar level for the reaction between Et3SiH and 3,3-dimethyl-1-butene.

Workup

  1. additionPt Catalyst solution was added (0.05 ml) at 24° C.
  2. customa rapid exothermic reaction to 57° C. in 4 min
  3. distillationVacuum distillation

Sources & evidence

ORD record
ord-d6cc982bfcfb45b499323fab4859e8a4
Source dataset
uspto-grants-1986_09
Patent number
US04614812

Linked notes

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