Chlorotrimethylsilane → N-trimethylsilyl-trans-1-methylamino-3-chloro-2-propene

Temperature

22.5 °C

Into a reactor under an inert nitrogen atmosphere are introduced 80 g (0.56 mol) trans-1-methylamino-3-chloro-2-propene hydrochloride, 400 ml toluene, 160 ml 25% NaOH and the mixture is stirred for 20 minutes at 20-25° C. The organic phase is separated and the aqueous phase extracted with 100 ml toluene. To the combined organic phases are added 150 ml triethylamine (1.07 mol, 1.9 eq.) and 98 ml trimethylchlorosilane (0.77 mol, 1.4 eq.) are added dropwise at 20/25° C. over a period of 1 hour. Upon complete addition, the suspension thus obtained is stirred for 2 hours at 20°/25° C. The salts are filtered in an inert nitrogen atmosphere, washing them with 160 ml toluene; the organic solution is then concentrated to a small volume under vacuum and used as such in the subsequent step.

1. customThe organic phase is separated
2. extractionthe aqueous phase extracted with 100 ml toluene
3. additionare added dropwise at 20/25° C. over a period of 1 hour
4. additionUpon complete addition
5. customthe suspension thus obtained
6. stirringis stirred for 2 hours at 20°/25° C
7. filtrationThe salts are filtered in an inert nitrogen atmosphere
8. washwashing them with 160 ml toluene
9. concentrationthe organic solution is then concentrated to a small volume under vacuum

ORD record

ord-ed6327bfa17f418c845799e869ef2222

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07838704B2