Reaction #1256750

Reaction equation

diisopropylchlorosilane

magnesium

iodine

ammonium chloride

1-Bromo-3-methoxypropane

→

liquid

Yield 103.1%

Diisopropyl(3-methoxypropyl)silane

Yield 103.1%

Solvents

THF

THF

Conditions

Workup

1. 1
   workup.STIRRINGby stirring at room temperature for 1 hour
2. 2
   OtherAfter termination of exothermic reaction
3. 3
   ExtractionThe resultant mixture was extracted with pentane
4. 4
   Washby washing with water six times
5. 5
   Dryingdrying over sodium sulfate anhydrate
6. 6
   OtherThe solvent was removed under reduced pressure, whereby the Compound 60a

Procedure

1-Bromo-3-methoxypropane (9.18 g, 60.0 mmol) was dissolved in THF (55 mL), and magnesium (1.53 g, 62.9 mmol) and iodine (catalytic amount) were added thereto, followed by stirring at room temperature for 20 minutes and at 55° C. for 5 minutes. The resultant mixture was added dropwise to diisopropylchlorosilane (8.88 mL, 52.0 mmol) in THF (65 mL) for 5 minutes, followed by stirring at room temperature for 1 hour. After termination of exothermic reaction, the resultant mixture was further stirred at 50° C. for 1.5 hours, and saturated aqueous ammonium chloride was added thereto. The resultant mixture was extracted with pentane, followed by washing with water six times and drying over sodium sulfate anhydrate. The solvent was removed under reduced pressure, whereby the Compound 60a was obtained as an yellow liquid (10.1 g, 89%).

Source