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

HRID 248813

反応式

HRID 248813 の反応式
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

参加物

6

反応物 3

HCID 79724-Methylmorpholine2 回HCID 660233-Phenylprop-2-enoyl chlorideHCID 122755Glycine methyl ester hydrochloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4d6ed1c7336c41c6a2513bddea82d243
出典データセット
uspto-grants-1993_05
特許番号
US05212158

関連ノート

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