Reaktion #471752

Reaktionsgleichung

3-(amino)propyltrimethoxysilane

triethylamine

methacryloyl chloride

→

product

Ausbeute 71.6%

3-(methacrylamido)propyltrimethoxysilane

Ausbeute 71.6%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe precipitated hydrochloride was filtered off
2. 2
   Waschenwashed with dichloromethane
3. 3
   SonstigeThe volatile constituents were removed at 40° C. under reduced pressure
4. 4
   Sonstigethe rotary evaporator
5. 5
   SonstigeA yellow liquid with precipitated solid (hydrochloride)
6. 6
   SonstigeThe precipitation of the hydrochloride
7. 7
   workup.ADDITIONby adding 150 ml diethyl ether
8. 8
   Filtrationthe precipitate was filtered off
9. 9
   Einengenthe filtrate concentrated at 40° C.
10. 10
    Sonstigea rotary evaporator with introduction of dry air
11. 11
    workup.DISTILLATIONthe raw product (104.2 g) was distilled at a pressure of 6×10−4 mbar

Vorschrift

77.4 g 3-(amino)propyltrimethoxysilane, 43.7 g triethylamine and 25 mg di-tert.-butyl-p-cresol were dissolved under argon in 500 ml dichloromethane. 45.1 g methacryloyl chloride was slowly added dropwise at −5° C. within 1 h, and the whole was then stirred for 1 h at 0° C. The precipitated hydrochloride was filtered off and washed with dichloromethane. The volatile constituents were removed at 40° C. under reduced pressure using the rotary evaporator. A yellow liquid with precipitated solid (hydrochloride) remained. The precipitation of the hydrochloride was completed by adding 150 ml diethyl ether, the precipitate was filtered off and the filtrate concentrated at 40° C. using a rotary evaporator with introduction of dry air. The brownish liquid was freed of residual volatile constituents at 4×10−2 mbar, and the raw product (104.2 g) was distilled at a pressure of 6×10−4 mbar. The product had a boiling point of 123-125° C. 76.4 g of product was obtained as yellowish, clear liquid.

Quelle