Toluene → HCID 86735874, compound

Participants

Reaction Steps

Methylsilacyclopentenyl chloride, 1 mol, was added over a period of 30 minutes to an anhydrous solution of 750 ml. of toluene, 146 g. of triethylamine and 1.05 mol of epsilon-caprolactam in a flask. After 1 hour of stirring the reaction mixture was filtered to remove (CH3CH2)3N.HCl and the filtrate was fractionally distilled to give a moderate yield of methylsilacyclopentenyl-epsilon-caprolactam, b.p. = 120° to 140° C. at approximately 0.5 kilopascals of pressure. Infrared spectroscopy indicated that the bonding in this silyl lactam, between the methylsilacyclopentenyl radical and the epsilon-caprolactamo radical, is predominently silicon-nitrogen bonding.

Provenance & Evidence