3-(Trimethoxysilyl)propyl chloride → HCID 86734445, compound

Participants

Reaction Steps

A mixture of 19.9 grams of gamma-chloropropyltrimethoxysilane (commercially available) and 14.3 gm. of octylmethylamine is heated to 100°-120° C. for 16 hours. NMR indicated complete quaternization of the amine. To this mixture is added 0.1 mole of sodium methoxide in 50 ml. of methanol. After stirring for 6 hours the methanol is removed under vacuum and the residue is dissolved in cold hexane and filtered to yield gamma-octylmethylaminopropyltrimethoxysilane. To this product is added 0.1 mole of sodium beta-bromopropionate in 300 ml. of methanol. The mixture is warmed gently for 6 hours, then refluxed for an additional 6 hours to yield the desired quaternary ammonium salt.

Provenance & Evidence