反应详情

A solution of 3-benzylamino-propan-1-ol (14 g, 88.0 mmol) and epichlorohydrin (81.4 g, 880 mmol) was heated to 40° C. After stirring for 3 h the reaction was cooled and excess epichlorohydrin was removed by evaporation in vacuo. Sulfuric acid (10 mL) was added slowly, then the reaction flask was placed in a preheated oil bath at 150° C. Stirring proceeded for 1 h, then the reaction was allowed to cool to room temperature and quenched with the addition of ice. The mixture was adjusted to a basic pH with 10% aqueous Na2CO3 solution and extracted with EtOAc (3×300 mL). The combined organic layers were dried over anhydrous MgSO4, filtered, and dried under reduced pressure. The resulting residue was purified by flash chromatography (70:28:2 hexanes/CH2Cl2/2M NH4OH aq) to afford 5 g of a light yellow oil.

1. temperaturewas cooled
2. customexcess epichlorohydrin was removed by evaporation in vacuo
3. additionSulfuric acid (10 mL) was added slowly
4. customthe reaction flask was placed in a preheated oil bath at 150° C
5. stirringStirring
6. waitproceeded for 1 h
7. customquenched with the addition of ice
8. extractionextracted with EtOAc (3×300 mL)
9. dry with materialThe combined organic layers were dried over anhydrous MgSO4
10. filtrationfiltered
11. customdried under reduced pressure
12. customThe resulting residue was purified by flash chromatography (70:28:2 hexanes/CH2Cl2/2M NH4OH aq)