Glycine ethyl ester → HCID 21285524, Verbindung

HRID 2231653Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2231653
[NH2:1][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[NH2:8][C:9]1[C:16]([CH3:17])=[CH:15][C:14]([I:18])=[CH:13][C:10]=1[CH:11]=O>C(Cl)(Cl)Cl>[NH2:8][C:9]1[C:16]([CH3:17])=[CH:15][C:14]([I:18])=[CH:13][C:10]=1[CH2:11][NH:1][CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4]

Komponenten

4

Edukt 2

HCID 12176Glycine ethyl esterHCID 212855162-Amino-5-iodo-3-methylbenzaldehyde

Produkt 1

HCID 21285524HCID 21285524, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

A mixture of freshly prepared ethyl glycinate (2.58 g), 2-amino-5-iodo-3-methylbenzaldehyde (4.03 g) and 3Å molecular sieves (2 g "Fluka A.G." [Trade Mark] article No. 69828) was heated with stirring under reflux in chloroform (50 cm3) for 4 hours. The cooled solution was filtered, evaporated in vacuo, and the residue taken into ethanol (30 cm3) and treated with sodium cyanoborohydride (1.43 g). After stirring for 72 hours ethanol was removed in vacuo and the residue was partitioned between chloroform (50 cm3) and aqueous ammonia (50 cm3, S.G. 0.88). The aqueous phase was further extracted with chloroform (2×100 cm3) and the combined organic extracts were dried (MgSO4) and evaporated to give the title compound as a crude oil, (2.5 g).

Aufarbeitung

  1. temperature69828) was heated
  2. filtrationThe cooled solution was filtered
  3. customevaporated in vacuo
  4. additiontreated with sodium cyanoborohydride (1.43 g)
  5. stirringAfter stirring for 72 hours ethanol
  6. customwas removed in vacuo
  7. customthe residue was partitioned between chloroform (50 cm3) and aqueous ammonia (50 cm3, S.G. 0.88)
  8. extractionThe aqueous phase was further extracted with chloroform (2×100 cm3)
  9. dry with materialthe combined organic extracts were dried (MgSO4)
  10. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-7730e126de544f6dbe4de3a940aea8b3
Quelldatensatz
uspto-grants-1988_11
Patentnummer
US04783467

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