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

Participants

Reaction Conditions

Reaction Steps

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.

Provenance & Evidence