4-Methylmorpholine → Glycine,n-(1-oxo-3-phenyl-2-propen-1-yl)-, methyl ester

HRID 248813

반응식

HRID 248813 반응식
Cl.[CH3:2][O:3][C:4](=[O:7])[CH2:5][NH2:6].CN1CCOCC1.[C:15](Cl)(=[O:24])[CH:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O1CCCC1.C(OCC)(=O)C>[CH3:2][O:3][C:4](=[O:7])[CH2:5][NH:6][C:15](=[O:24])[CH:16]=[CH:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

6

반응물 3

HCID 79724-Methylmorpholine2회HCID 660233-Phenylprop-2-enoyl chlorideHCID 122755Glycine methyl ester hydrochloride

생성물 1

HCID 582979Glycine,n-(1-oxo-3-phenyl-2-propen-1-yl)-, methyl ester

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

Glycine methyl ester hydrochloride was suspended in tetrahydrofuran, the suspension was cooled to -5° C. to -10° C., and then half of the N-methylmorpholine was added. Cinnamoyl chloride was added immediately, followed by the other half of the N-methylmorpholine. The reaction mixture was stirred for 30 minutes at low temperature, then it was allowed to warm to room temperature and stirring was continued for 2 to 3 hours. After being diluted with ethyl acetate (about 750 ml) the solution was washed with water (three times), an aqueous solution of 0.5 N hydrochloric acid (three times) and finally with water. The organic phase was dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. The residue was triturated with petroleum ether is order to induce crystallization. The product was left to stand for about 14 hours at 4° C., then it was filtered off and dried in a vacuum. It was used in the next step without further purification. 31 g of product were obtained.

후처리

  1. temperaturethe suspension was cooled to -5° C. to -10° C.
  2. stirringstirring
  3. waitwas continued for 2 to 3 hours
  4. washwas washed with water (three times)
  5. dry with materialThe organic phase was dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness under reduced pressure
  8. customThe residue was triturated with petroleum ether
  9. customcrystallization
  10. waitThe product was left
  11. waitto stand for about 14 hours at 4° C.
  12. filtrationit was filtered off
  13. customdried in a vacuum
  14. customIt was used in the next step without further purification

출처 및 근거

ORD 기록
ord-4d6ed1c7336c41c6a2513bddea82d243
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212158

연결된 노트

불러오는 중…