Allyl bromide → HCID 56949709, compound

HRID 1625176Notes

Reaction equation

HRID 1625176 reaction equation
[C:1]([SiH:4]([CH:8]([CH3:10])[CH3:9])[CH:5]([CH3:7])[CH3:6])([CH3:3])=[CH2:2].C([Br:14])C=C>>[C:1]([SiH:4]([CH:8]([CH3:10])[CH3:9])[CH:5]([CH3:7])[CH3:6])([CH3:3])=[CH2:2].[C:1]([Si:4]([CH:8]([CH3:10])[CH3:9])([CH:5]([CH3:7])[CH3:6])[Br:14])([CH3:3])=[CH2:2]

Participants

4

Reactant 2

HCID 7841Allyl bromideHCID 123518261HCID 123518261, compound

Product 2

HCID 56949709HCID 56949709, compoundHCID 123518261HCID 123518261, compound

Conditions

Temperature
60 °C

Procedure

Crude isopropenyldiisopropylsilane (2.8 g), which was prepared as described in “Preparation of Isopropenyldiisopropylsilane—Method 2”, was taken up in allyl bromide (20 mL), and purged with N2 for 15 minutes. PdCl2 (32 mg, 1 mol %) was added and the suspension was heated to 60° C. for 12 hours. The suspension was concentrated by rotary evaporation, then taken up in pentane (40 mL) and filtered through quantitative filter paper, that was then rinsed with additional pentane (40 mL). Removal of solvent yielded 3.85 g of crude isopropenyldiisopropylbromosilane as a pale brown liquid.

Workup

  1. custompurged with N2 for 15 minutes
  2. additionPdCl2 (32 mg, 1 mol %) was added
  3. concentrationThe suspension was concentrated by rotary evaporation
  4. filtrationfiltered through quantitative filter paper, that
  5. washwas then rinsed with additional pentane (40 mL)
  6. customRemoval of solvent

Sources & evidence

ORD record
ord-0c3f0b7b92b340edbdf14e181dba5779
Source dataset
uspto-grants-2014_07
Patent number
US08779179B2

Reaction notes

Loading…