Triethoxy(3-isocyanatopropyl)silane → HCID 21841380, compound

Participants

Reaction Steps

A mixture of 500 mg of methyl (E)-3-[6-(6-hydroxyhexyloxy)naphthalen-2-yl]acrylate, 25 ml of methylene chloride, 0.376 ml of 3-triethoxysilanylpropyl isocyanate and 0.009 ml of dibutyltin dilaurate was heated under reflux for 3 hrs. Thereafter, a further 0.009 ml of dibutyltin dilaurate was added and the mixture was left to react under reflux for 16 hrs. Then, the reaction solution was cooled to room temperature, evaporated completely and the residue was chromatographed on 150 g of silica gel with ether/hexane. This gave 830 mg of methyl 3-{6-[6-(3-triethoxysilanylpropylcarbamoyloxy)hexyloxy]naphthalen-2-yl}acrylate as a colorless solid, λmax. (CH2Cl2): 326 nm (ε=26200).

Provenance & Evidence