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

77.4 g 3-(amino)propyltrimethoxysilane, 43.7 g triethylamine and 25 mg di-tert-butyl-p-cresol were dissolved in 500 ml dichloromethane under argon. 45.1 g methacryloyl chloride was slowly added dropwise within 1 h at −5° C., after which stirring was continued for a further 1 h at 0° C. The precipitated hydrochloride was filtered off and washed again with dichloromethane. The volatile components were removed at 40° C. under reduced pressure on the rotary evaporator. A yellow liquid with separated 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 to small volume by introducing dry air at 40° C. on the rotary evaporator. The brownish liquid was freed from the remaining volatile components at 4 Pa (4×10−2 mbar) and the crude product (104.2 g) was distilled at a pressure of 0.06 Pa (6×10−4 mbar). The product had a boiling point of 123-125° C. 76.4 g product was obtained as a yellowish clear liquid.

1. filtrationThe precipitated hydrochloride was filtered off
2. washwashed again with dichloromethane
3. customThe volatile components were removed at 40° C. under reduced pressure on the rotary evaporator
4. customA yellow liquid with separated solid (hydrochloride)
5. customThe precipitation of the hydrochloride
6. additionby adding 150 ml diethyl ether
7. filtrationthe precipitate was filtered off
8. concentrationthe filtrate concentrated to small volume
9. additionby introducing
10. customdry air at 40° C.
11. customon the rotary evaporator
12. distillationthe crude product (104.2 g) was distilled at a pressure of 0.06 Pa (6×10−4 mbar)

ORDレコード

ord-16dca3105f45499c8abffe43ddda2c9a

出典データセット

uspto-grants-2012_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08211956B2