Diethyl Ether → 1-(4-Bromobutyldimethylsilyl)-1-propyne

HRID 1762720Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1762720
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][Si:6]([CH3:9])([CH3:8])Cl.[C:10]([Li])#[C:11]C.[CH2:14](OCC)C>>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][Si:6]([CH3:9])([CH3:14])[C:8]#[C:10][CH3:11]

Komponenten

4

Edukt 3

HCID 3283Diethyl EtherHCID 143834624-BromobutyldimethylchlorosilaneHCID 178506788HCID 178506788, Verbindung

Produkt 1

HCID 200417551-(4-Bromobutyldimethylsilyl)-1-propyneAusbeute 75 %

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

This novel monomer was synthesized by adding 6.7 g (0.029 mole) of 4-bromobutyldimethylchlorosilane dropwise at 0° C. to a stirred solution of propynyllithium (1.34 g, 0.029 mole) in 50 ml of dry diethyl ether. The reaction mixture was stirred overnight at 25° C. and then poured into 400 ml of ice water. The ether layer was washed with distilled water, separated, and dried over MgSO4. The ether layer was then filtered and the product separated by removing the ether using a rotovapor. The resulting oil was purified by vacuum distillation and had a b.p. of 70°-75° C. at 15 mm Hg pressure. Yield was 75% of theoretical. 'H NMR confirmed the structure.

Aufarbeitung

  1. customThis novel monomer was synthesized
  2. washThe ether layer was washed with distilled water
  3. customseparated
  4. dry with materialdried over MgSO4
  5. filtrationThe ether layer was then filtered
  6. customthe product separated
  7. customby removing the ether using a rotovapor
  8. distillationThe resulting oil was purified by vacuum distillation

Quellen und Nachweise

ORD-Eintrag
ord-f00bb330070343ccbab9ad1a25432498
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04833262

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