Réaction #1340572

Équation de réaction

3-aminopropyltrimethoxysilane

4-iodobenzoyl chloride

→

4-Iodo-N-[3-(trimethoxysilyl)propyl]-benzamide

Solvants

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Autresolvent was evaporated in vacuo
2. 2
   AutreThe residue was purified by column chromatography on silica using 2% methanol in chloroform
3. 3
   AutreThe solvent was removed by rotary evaporation
4. 4
   Autreto give a viscous oil

Mode opératoire

4-Iodo-N-[3-(trimethoxysilyl)propyl]-benzamide (1) was prepared, as illustrated in FIG. 5, where a solution of 3-aminopropyltrimethoxysilane (1.78 mL, 10 mmol) in 10 mL of dichloromethane was added dropwise to a suspension of 4-iodobenzoyl chloride (1.33 g, 5 mmol) in 20 mL of dichloromethane at 0° C. The mixture was stirred for 1 hour and solvent was evaporated in vacuo. The residue was purified by column chromatography on silica using 2% methanol in chloroform. The solvent was removed by rotary evaporation to give a viscous oil. 1H NMR (300 MHz, CDCl3): δ 0.70 (t, J=8.1 Hz, 2H), 1.73 (m, 2H), 3.42 (m, 2H), 6.64 (br, 1H), 7.49 (d, J=8.7 Hz, 2H), 7.76 (d, J=8.7 Hz, 2H). 13C NMR (75 MHz, CDCl3): δ 6.81, 22.78, 42.54, 50.89, 98.41, 128.78, 134.44, 137.91, 167.03. HRMS calculated for C13H20INO4Si 409.0206, found 410.0295 (MH+).

Source