3-(Trimethoxysilyl)propyl chloride → 3-(2,3-Dimethylmaleimido)-propyl-trimethoxysilane

HRID 1679828

Reaktionsgleichung

Reaktionsgleichung von HRID 1679828
[CH3:1][C:2]1[C:3]([NH:5][C:6](=[O:9])[C:7]=1[CH3:8])=[O:4].[K].Cl[CH2:12][CH2:13][CH2:14][Si:15]([O:20][CH3:21])([O:18][CH3:19])[O:16][CH3:17]>CN(C)C=O>[CH3:1][C:2]1[C:3]([N:5]([CH2:12][CH2:13][CH2:14][Si:15]([O:20][CH3:21])([O:18][CH3:19])[O:16][CH3:17])[C:6](=[O:9])[C:7]=1[CH3:8])=[O:4]

Komponenten

4

Edukt 2

HCID 624493-(Trimethoxysilyl)propyl chlorideHCID 70453264Potassium 2,3-dimethylmaleimide

Produkt 1

HCID 202504333-(2,3-Dimethylmaleimido)-propyl-trimethoxysilaneAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 16.3 g (0.1 mol) of potassium 2,3-dimethylmaleimide (prepared by reacting 2,3-dimethylmaleimide with potassium methylate in methanol) and 150 ml of dry N,N-dimethylformamide is heated to 70° C. At this temperature, 19.8 g (0.1 mol) of 3-chloropropyltrimethoxysilane are added dropwise. After the exothermic reaction has subsided, the reaction mixture is kept at 70° C. for a further 2 hours, and after cooling to room temperature (20°-25° C.) the salt which has precipitated is filtered off. The N,N-dimethylformamide is distilled off under a high vacuum, under 13.333 Pa. The residue is taken up in a little dry diethyl ether, filtered again and, after removing the solvent, fractionated under a high vacuum. 16 g (56% of theory) of 3-(2,3-dimethylmaleimido)-propyl-trimethoxysilane are obtained; boiling point 112° C. (0.133 Pa).

Aufarbeitung

  1. customAfter the exothermic reaction
  2. temperatureafter cooling to room temperature (20°-25° C.) the salt which
  3. customhas precipitated
  4. filtrationis filtered off
  5. distillationThe N,N-dimethylformamide is distilled off under a high vacuum, under 13.333 Pa
  6. filtrationfiltered again
  7. customafter removing the solvent

Quellen und Nachweise

ORD-Eintrag
ord-37fb1dd4649c4c828a8756b41a50e8c0
Quelldatensatz
uspto-grants-1981_06
Patentnummer
US04271074

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