Tetrahydrofuran → 3-Chloropropylmethyldivinylsilane

The above-synthesized 3-chloropropyldichloromethylsilane (3) (9 g, 52.2 mmol) was dissolved in 50 mL of THF, to which 1.6 M vinylmagnesium chloride (98 mL, 157 mmol) was then slowly added at 0°, and the mixture was stirred for 2 hours. After the reaction, the organic layer was extracted with NH4Cl aqueous solution and ether, and washed with saturated NaCl. The washed organic layer was dried with anhydrous MgSO4 and then filtered through celite to remove MgSO4. After evaporating the solvent, and the resulting residue was purified by column chromatography (n-Hexane, Rf=0.36) to give 8.3 g (91% yield) of pure 3-chloropropylmethyldivinylsilane (4).

1. additionwas then slowly added at 0°
2. customAfter the reaction
3. extractionthe organic layer was extracted with NH4Cl aqueous solution and ether
4. washwashed with saturated NaCl
5. dry with materialThe washed organic layer was dried with anhydrous MgSO4
6. filtrationfiltered through celite
7. customto remove MgSO4
8. customAfter evaporating the solvent
9. customthe resulting residue was purified by column chromatography (n-Hexane, Rf=0.36)

ORD record

ord-f0c72c307fcf4b5894ed67383c03633c

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08197903B2