Reaktion #52247

Reaktionsgleichung

Hydroxy ethylmaleimide

isophorone diisocyanate

→

Isophorone Bisurethane Bisethylmaleimide

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurged with nitrogen
2. 2
   workup.ADDITIONOne drop of dibutyl tin dilaurate was added to the solution
3. 3
   workup.STIRRINGto stir overnight
4. 4
   Sonstigea white precipitate was obtained
5. 5
   Sonstigeafter solvent removal m.p. 105-112° C. (40.5 g, 100%)

Vorschrift

Hydroxy ethylmaleimide (10 g, 0.141 mol) was dissolved in acetone and purged with nitrogen while stirring in an ice bath. One drop of dibutyl tin dilaurate was added to the solution. The isophorone diisocyanate (30.5 g, 0.141 mol) was added dropwise over 2-3 hours. The solution was allowed to stir overnight and a white precipitate was obtained after solvent removal m.p. 105-112° C. (40.5 g, 100%). 1H-NMR (D6-DMSO, δ, ppm): 3.63-3.58 (2H, —NCH2—), 4.08-4.03 (2H, —CH2O—, t), 7.03 (2H, —CH═CH—, s). 13C-NMR (D6-DMSO, δ, ppm): 134.5 (2C, —CH═CH—), 154.9 (2C, NHC═O), (170.7 (2C, —NC═O).

Quelle