반응 #161297

반응 방정식

sodium hydroxide

(R)-N-benzyl-2-(tert-butoxycarbonylamino)-3-hydroxypropionamide

dichloromethane

hydrochloric acid

→

(R)-2-amino-N-benzyl-3-hydroxypropionamide

수율 73.5%

용매

water

반응 조건

후처리

1. 1
   기타to obtain a clear solution
2. 2
   기타At 20-25° C.
3. 3
   workup.ADDITIONwas added
4. 4
   기타was decreased to 20° C
5. 5
   여과The mixture was suction-filtered
6. 6
   기타to obtain a white needle-like crystal
7. 7
   workup.ADDITIONAfter the addition
8. 8
   workup.STIRRINGthe solution was stirred continuously
9. 9
   기타a white flaky crystal was precipitated
10. 10
    여과The mixture was suction-filtered
11. 11
    세척the filter was washed
12. 12
    기타dried
13. 13
    기타to obtain a target product of 16.5 g (0.085 mol)

실험 절차

To a 500 mL four-neck round bottom flask, 34.0 g (R)-N-benzyl-2-(tert-butoxycarbonylamino)-3-hydroxypropionamide and 350 mL dichloromethane were added, and the mixture was stirred to obtain a clear solution. At 20-25° C., 40.0 g concentrated hydrochloric acid (having a mass concentration of 36.0%) was added, and the reaction was continued. TLC tracking was performed, till the raw materials were completely converted. After the reaction was completed, the temperature was decreased to 20° C. The mixture was suction-filtered, to obtain a white needle-like crystal. The obtained white crystalline solid was dissolved in 50 g water. At 20-25° C., 30% sodium hydroxide solution was added to adjust the pH value of the system to 8-9. After the addition, the solution was stirred continuously, and a white flaky crystal was precipitated. The mixture was suction-filtered, and the filter was washed and dried, to obtain a target product of 16.5 g (0.085 mol). The molar yield was 73.52%.

출처