Benzylamine → N-[(Trimethylsilyl)methyl]benzylamine

Participants

Reaction Conditions

Reaction Steps

Into a round bottom 3-neck flask equipped with a nitrogen flow, a magnetic stirrer, and a fried richs condenser was added (chloromethyl)trimethylsilane (0.100 mol). To the flask was added benzylamine (0.300 mol), with stirring, and the resulting solution heated at 200° C. for 2.5 hours. Sodium hydroxide aqueous solution (0.1N) was added in order to hydrolyze the white organic salt that had formed. The mixture was extracted with ether and the ether layer was dried over magnesium sulfate and concentrated under reduced pressure through a Vigreux column to give the product at b.p. 68-72° C./0.7-0.8 mm.

Provenance & Evidence