Ammonia → N-{[Dimethoxy(methyl)silyl]methyl}aniline

Temperature

30 °C

In a 500 ml four-necked flask having a reflux condenser, KPG stirrer, thermometer and gas inlet tube, 298 g of dry aniline were heated to 130° C. and 124 g of (chloromethyl)methyldimethoxysilane were added over the course of 60 min with stirring. After the end of the addition, ammonia was passed through the mixture with stirring at constant temperature until no further reaction was observable (about 60 min). Thereafter, excess aniline was removed under reduced pressure, the suspension was cooled to 30° C. and then 150 ml of isohexane were added. Thereafter, the white precipitate formed was filtered using a pressure filter, and was rinsed with two 80 ml portions of isohexane. Filtrate and wash solutions were combined and were freed from the solvent under reduced pressure. The subsequent fractional distillation gave 160 g (yield 95%) of (N-phenylaminomethyl)dimethoxy(methyl)silane having a chloride content of <20 ppm. When 1% of ammonia was added before the distillation of the product and any precipitate which had separated out was filtered off, a product having a chloride content of <10 ppm was obtained in the same yield.

1. customIn a 500 ml four-necked flask having
2. stirringwith stirring at constant temperature until no further reaction
3. custom(about 60 min)
4. customThereafter, excess aniline was removed under reduced pressure
5. addition150 ml of isohexane were added
6. customThereafter, the white precipitate formed
7. filtrationwas filtered
8. filtrationfilter
9. washwas rinsed with two 80 ml portions of isohexane
10. washFiltrate and wash solutions
11. distillationThe subsequent fractional distillation

ORD record

ord-c6cb470a681c4070ba07801c466d866c

Source dataset

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07417160B2