Chloride → HCID 20392805, compound

Participants

Reaction Steps

Methylsilacyclopentenyl chloride, 5 mols, was added to a slurry of 5.5 mols of the sodium salt of N-methylacetamide in 1500 ml. of dry toluene in a flask at such a rate as to keep the reaction mixture at a temperature below 60° C. After the addition of the chloride had been completed, the reaction mixture was stirred for 2 hours at room temperature, filtered to remove NaCl and the filtrate was fractionally distilled to give a moderate yield of methylsilacyclopentenyl-N-methylacetamide, b.p. = 76° to 87° C. at approximately 0.1 kilopascals of pressure. Infra-red spectroscopy indicated that the bonding in this silylamide, between the methylsilacyclopentenyl radical and the N-methylacetamido radical, is predominently silicon-nitrogen bonding.

Provenance & Evidence