Réaction #1994249

ord-93b8e064c2eb4a1d8329d4769535f0b9

Équation de réaction

Cc1ccccc1
toluene
Cc1ccccc1
toluene
O=C1C=CC(=O)O1
maleic anhydride
Cc1ccccc1
toluene
C[Si](C)(C)N[Si](C)(C)C
hexamethyldisilazane
Cc1ccccc1
toluene
CCO[Si](CCCN)(OCC)OCC
3-aminopropyl triethoxysilane
CCCC(C)O[Si](OCC)(OCC)N1C(=O)C=CC1=O
N-(3-propyl triethoxysilyl)maleimide

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONare added
  2. 2
    Filtrationbefore being filtered
  3. 3
    Autreisolated by distillation

Mode opératoire

N-(3-propyl triethoxysilyl)maleimide (PSM) is prepared by the addition of 100 mL of a 2.33 molar saturated anhydrous toluene solution of maleic anhydride (22.85 g of anhydride, 0.233 mol) to a one liter flask containing 100 mL of dry toluene and then, under nitrogen, slowly dripping in a solution of 3-aminopropyl triethoxysilane (51.6 g, 54.8 mL, 0.233 mol) dissolved in 100 mL of dry toluene over a 15 minute period. After stirring 2 hours, anhydrous zinc chloride (10 g, 73.3 mmol) and hexamethyldisilazane (HMDS) (47.0 g, 60.7 mL, 0.291 mol) dissolved in 100 mL of dry toluene are added. The solution is heated to 80° C. for 18 hrs with stifling before being filtered and isolated by distillation.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08597790B2uspto-grants-2013_12