Tetrahydrofuran → (Buta-1,3-dien-2-yl)(trimethoxy)silane

HRID 653546Notes

Reaction equation

HRID 653546 reaction equation
[CH3:1][O:2][Si:3](OC)([O:6][CH3:7])[O:4][CH3:5].O1[CH2:14][CH2:13][CH2:12][CH2:11]1>>[CH3:1][O:2][Si:3]([O:6][CH3:7])([O:4][CH3:5])[C:12]([CH:13]=[CH2:14])=[CH2:11]

Participants

3

Reactant 2

HCID 8028Tetrahydrofuran2×HCID 12682Tetramethoxysilane

Product 1

HCID 13330888(Buta-1,3-dien-2-yl)(trimethoxy)silaneYield 65%

Conditions

Temperature
0 °C

Procedure

4.1 ml of the tetrahydrofuran solution of magnesium 2-(1,3-butadienyl)chloride and 6 ml of dried tetrahydrofuran were charged into a reactor in the stream of argon. Subsequently, the reactor was cooled down to 0° C., followed by gentle dropping of 1.2 ml (8 mmols) of tetramethoxysilane. While the reaction temperature was kept at 0° C., the reaction was continued for 30 minutes. After completion of the reaction, the solvent was distilled off to obtain 2-(trimethoxy)silyl-1,3-butadiene (yield: 65%).

Workup

  1. customwas kept at 0° C.
  2. customAfter completion of the reaction
  3. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-54c116a5d9f84f239e2d9901dced3329
Source dataset
uspto-grants-1987_06
Patent number
US04677216

Reaction notes

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