Triethylamine → 2-Propenamide, 2-methyl-N-[3-(trimethoxysilyl)propyl]-

Temperatur

0 °C

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.

1. filtrationThe precipitated hydrochloride was filtered off
2. washwashed with dichloromethane
3. customThe volatile constituents were removed at 40° C. under reduced pressure
4. customthe rotary evaporator
5. customA yellow liquid with precipitated solid (hydrochloride)
6. customThe precipitation of the hydrochloride
7. additionby adding 150 ml diethyl ether
8. filtrationthe precipitate was filtered off
9. concentrationthe filtrate concentrated at 40° C.
10. customa rotary evaporator with introduction of dry air
11. distillationthe raw product (104.2 g) was distilled at a pressure of 6×10−4 mbar

ORD-Eintrag

ord-fba6205435e44ca9aa904b779077e896

Quelldatensatz

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08367748B2