Homoallyl bromide → 4-Bromobutyldimethylchlorosilane

HRID 1762721Notes

Reaction equation

HRID 1762721 reaction equation
[Br:1][CH2:2][CH2:3][CH:4]=[CH2:5].[CH3:6][SiH:7]([CH3:9])[Cl:8]>CC(O)C.C1(C)C=CC=CC=1.O.Cl.Cl.Cl[Pt](Cl)(Cl)Cl>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][Si:7]([CH3:9])([CH3:6])[Cl:8]

Participants

6

Conditions

Temperature
60 °C

Procedure

Hexachloroplatinic acid hexahydrate (0.02 g, 0.039 mmole) was dissolved in a minimum of 2-propanol. This solution was dissolved in 75 ml toluene under argon. 2-propanol and water were removed by azeotropically distilling 25 ml of the toluene. The resulting solution was stirred and 6.17 g (0.046 mole) of 4-bromo-1-butene was added at 40° C. 4.32 g (0.046 mole) of dimethylchlorosilane was slowly added and the solution was heated to 60° C. and allowed to react for four hours. The mixture was distilled to remove the toluene. Further vacuum distillation yielded 8.0 g of product with a b.p. of 92°-95° C. at 5 mm Hg pressure. 'H NMR confirmed the structure.

Workup

  1. custom2-propanol and water were removed
  2. distillationby azeotropically distilling 25 ml of the toluene
  3. customto react for four hours
  4. distillationThe mixture was distilled
  5. customto remove the toluene
  6. distillationFurther vacuum distillation

Sources & evidence

ORD record
ord-a15d1ae6b3414632a1b2c5cd706dd8db
Source dataset
uspto-grants-1989_05
Patent number
US04833262

Reaction notes

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