Chlorodi(isopropyl)silane → HCID 123518261, compound

HRID 1625173Notes

Reaction equation

HRID 1625173 reaction equation
[C:1]([Mg]Br)([CH3:3])=[CH2:2].[CH:6]([SiH:9]([CH:11]([CH3:13])[CH3:12])Cl)([CH3:8])[CH3:7]>C1COCC1>[C:1]([SiH:9]([CH:11]([CH3:13])[CH3:12])[CH:6]([CH3:8])[CH3:7])([CH3:3])=[CH2:2]

Participants

4

Conditions

Temperature
40 °C

Procedure

0.5 M isopropenylmagnesium bromide in THF (Aldrich, 365 mL, 182 mmol, 1.1 eq. to silane) was added dropwise at 0° C. to diisopropylchlorosilane (25 g, 166 mmol) in anhydrous THF (50 mL). The reaction mixture was heated to 40° C. overnight (15 hours), then cooled and quenched with water (50 mL) and dilute sulfuric acid (50 mL). Pentane (150 mL) was added and the organic layer was separated, washed repeatedly with water (8×50 mL), dried over MgSO4, and filtered. The solution was concentrated (carefully, product is volatile) on a rotary evaporator to yield 22.9 g of crude product as a light brown liquid. No further purification was performed.

Workup

  1. temperaturecooled
  2. customquenched with water (50 mL) and dilute sulfuric acid (50 mL)
  3. additionPentane (150 mL) was added
  4. customthe organic layer was separated
  5. washwashed repeatedly with water (8×50 mL)
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationThe solution was concentrated (carefully, product
  9. customon a rotary evaporator

Sources & evidence

ORD record
ord-9f3bcef4a12b4153b0ccad33e23c4c69
Source dataset
uspto-grants-2014_07
Patent number
US08779179B2

Reaction notes

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