반응 #454206

반응 방정식

HCl

D-serine

benzylamine

→

N-Benzyl-2-aminohydracrylamide

용매

MeOH

반응 조건

후처리

1. 1
   온도The reaction solution was heated
2. 2
   온도at reflux (18 h)
3. 3
   온도the reaction mixture was heated for additional 18 h
4. 4
   기타The solvent was removed under reduced pressure
5. 5
   여과the insoluble salts were filtered
6. 6
   기타the excess benzylamine was removed under high vacuum (Kugelrohr)
7. 7
   workup.DISSOLUTIONThe residue was dissolved in H2O (100 mL)
8. 8
   추출the product was extracted with CHCl3 (8×200 mL)
9. 9
   건조dried (Na2SO4)
10. 10
    기타the solvent was removed under reduced pressure
11. 11
    기타The residue was triturated with Et2O (150 mL)
12. 12
    여과filtered
13. 13
    기타[α]23D (c=1, MeOH)=1.6°

실험 절차

HCl (8.00 g, 219.4 mmol) was passed into MeOH (250 mL), and then D-serine ((R)-5) (20.00 g, 190.3 mmol) was added. The reaction solution was heated at reflux (18 h), then benzylamine (81.6 mL, 761 mmol) was added, and then the reaction mixture was heated for additional 18 h. The solvent was removed under reduced pressure, the insoluble salts were filtered, and the excess benzylamine was removed under high vacuum (Kugelrohr). The residue was dissolved in H2O (100 mL), and the product was extracted with CHCl3 (8×200 mL). The organic layers were combined and dried (Na2SO4), and the solvent was removed under reduced pressure. The residue was triturated with Et2O (150 mL) and filtered to vie 10.0 g (27%) of the product as white solid: mp 74-78° C.; [α]23D (c=1, MeOH)=1.6°.

출처