反应详情

温度

3 °C

A mixture of 2-[(3,4-dichlorobenzyl)amino]ethanol (2.038 g) and (S)-2-(oxiran-2-ylmethyl)-1H-isoindole-1,3(2H)-dione (2.032 g) in tetrahydrofuran (3.3 ml) was stirred and heated at reflux under nitrogen. After 21.5 h more tetrahydrofuran (12.5 ml) was added and the mixture was cooled to 3° C. Triphenyl phosphine (2.793 g) was added and the mixture was stirred until all the solid had dissolved. Diisopropylazodicarboxylate (2.1 ml) was then added over 12 min maintaining the temperature at <7° C. After 2.25 h the mixture was allowed to warm to 22° C. After 5.3 h more triphenylphosphine (121 mg) and diisopropylazodicarboxylate (0.09 ml) were added. After 22.5 h the reaction mixture was concentrated to near dryness. Propan-2-ol (12 ml) was added and the concentration repeated, this was repeated once more. More propan-2-ol (12 ml) was added and the mixture was heated to 70° C. After 0.5 h the slurry was cooled to 22° C. and then after a further 2 h the product was collected by filtration. The bed was washed with propan-2-ol (2×4 ml) and then dried in vacuo at 40° C. to give the product, (2.622 g).

1. temperatureheated
2. temperatureat reflux under nitrogen
3. stirringthe mixture was stirred until all the solid
4. dissolutionhad dissolved
5. temperaturemaintaining the temperature at <7° C
6. temperatureto warm to 22° C
7. concentrationAfter 22.5 h the reaction mixture was concentrated
8. additionPropan-2-ol (12 ml) was added
9. concentrationthe concentration
10. additionMore propan-2-ol (12 ml) was added
11. temperaturethe mixture was heated to 70° C
12. temperatureAfter 0.5 h the slurry was cooled to 22° C.
13. filtrationafter a further 2 h the product was collected by filtration
14. washThe bed was washed with propan-2-ol (2×4 ml)
15. customdried in vacuo at 40° C.
16. customto give the product, (2.622 g)