3-Chloro-2-methyl-1-propene → Et3SiCH2CHMeCH2Cl

HRID 65497

Reaction equation

HRID 65497 reaction equation
[SiH:1]([CH2:6][CH3:7])([CH2:4][CH3:5])[CH2:2][CH3:3].[SiH](Cl)(Cl)Cl.[CH2:12]([Cl:16])[C:13](=[CH2:15])[CH3:14]>>[Si:1]([CH2:14][CH:13]([CH2:12][Cl:16])[CH3:15])([CH2:6][CH3:7])([CH2:4][CH3:5])[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 112413-Chloro-2-methyl-1-propeneHCID 12052TriethylsilaneHCID 24811Trichlorosilane

Product 1

HCID 13765477Et3SiCH2CHMeCH2ClYield 82.5%

Procedure

In a 100 ml apparatus, there were combined 11.6 g (0.1 mol) of Et3SiH, 13.6 g (0.1 mol) of Cl3SiH, and 9.1 g of methallyl chloride, followed by addition of 0.05 ml Pt catalyst solution at 21° C. There was a rapid and exothermic reaction to 61° C. in 2 min. Reaction appeared to have stopped and was heated to reflux over 4 hrs. when VPC showed complete reaction. Vacuum distillation yielded 17.03 g (82.5%) of Et3SiCH2CHMeCH2Cl, indicating that Cl3SiH is an effective promoter for the reaction of Et3SiH with methallyl chloride.

Workup

  1. customexothermic reaction to 61° C. in 2 min
  2. customReaction
  3. temperaturewas heated
  4. temperatureto reflux over 4 hrs
  5. customreaction
  6. distillationVacuum distillation

Sources & evidence

ORD record
ord-f39d2b08875149bdb1d257b2845989f0
Source dataset
uspto-grants-1986_09
Patent number
US04614812

Linked notes

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