Dicyclohexylcarbodiimide → N-(N-acetylphenylglycyl)phenylglycine methyl ester

HRID 622593

Reaktionsgleichung

Reaktionsgleichung von HRID 622593
[C:1]([N:4]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:5][C:6](O)=[O:7])(=[O:3])[CH3:2].C1(N=C=NC2CCCCC2)CCCCC1.[CH3:30][O:31][C:32](=[O:41])[CH2:33][NH:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>C(Cl)(Cl)Cl>[CH3:30][O:31][C:32](=[O:41])[CH2:33][N:34]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:6](=[O:7])[CH2:5][N:4]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:1](=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 68483Glycine, N-acetyl-N-phenyl-HCID 571509Methyl 2-(phenylamino)acetate

Produkt 1

HCID 54490523N-(N-acetylphenylglycyl)phenylglycine methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

To 20 parts by volume of chloroform was added 0.96 part by weight of N-acetylphenylglycine. With ice cooling, 1.03 parts by weight of dicyclohexylcarbodiimide was added, and the mixture was stirred. Furthermore, 0.83 part by weight of phenylglycine methyl ester was added, and about 3 hours later, the temperature was returned to room temperature. The mixture was then stirred overnight. After the reaction, the precipitate was collected by filtration, and washed with chloroform. The filtrate was concentrated to dryness. The resulting solid was washed with ethyl acetate, and extracted with a mixture of chloroform and petroleum ether to give 1.2 parts by weight of the captioned compound having a melting point of 198° to 200° C.

Aufarbeitung

  1. customabout 3 hours
  2. customwas returned to room temperature
  3. stirringThe mixture was then stirred overnight
  4. customAfter the reaction
  5. filtrationthe precipitate was collected by filtration
  6. washwashed with chloroform
  7. concentrationThe filtrate was concentrated to dryness
  8. washThe resulting solid was washed with ethyl acetate
  9. extractionextracted with a mixture of chloroform and petroleum ether
  10. customto give 1.2 parts by weight of the captioned compound

Quellen und Nachweise

ORD-Eintrag
ord-902b5bc80e3e426bb43765a4388de569
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04772314

Verknüpfte Notizen

Wird geladen…