反応 #52247

反応方程式

Hydroxy ethylmaleimide

isophorone diisocyanate

→

Isophorone Bisurethane Bisethylmaleimide

溶媒

acetone

反応条件

後処理

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

実験手順

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).

出典