N-Carbethoxyphthalimide → 4-(2-Nitrophenyl)-2-phthalimidobutyric acid

HRID 1031813Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1031813
[NH2:1][CH:2]([CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])[C:3]([OH:5])=[O:4].C(OC(N1[C:26](=[O:27])[C:25]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]2[C:23]1=[O:32])=O)C>C(=O)([O-])[O-].[Na+].[Na+]>[N+:14]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[CH2:7][CH2:6][CH:2]([N:1]1[C:26](=[O:27])[C:25]2=[CH:28][CH:29]=[CH:30][CH:31]=[C:24]2[C:23]1=[O:32])[C:3]([OH:5])=[O:4])([O-:16])=[O:15]

Komponenten

4

Edukt 2

HCID 31187N-CarbethoxyphthalimideHCID 132435482-Amino-4-(2-nitrophenyl)butyric acid

Produkt 1

HCID 144072514-(2-Nitrophenyl)-2-phthalimidobutyric acidAusbeute 70,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10340Sodium CarbonateLösungsmittel

Versuchsvorschrift

In an aqueous solution (150 ml) of 6.1 g of sodium carbonate is dissolved 11.7 g of 2-amino-4-(2-nitrophenyl)butyric acid, and 15 g of N-ethoxycarbonylphthalimide is added to the solution under stirring. After stirring at room temperature overnight, the insoluble material is removed by filtration, and the filtrate is made weakly acidic with concentrated hydrochloric acid. The viscous material, which separates out, is admixed with 50 ml of ethanol, followed by stirring, whereby there separate out crystals. The crystals are collected by filtration and dried to give 13 g of 4-(2-nitrophenyl)-2-phtalimidobutyric acid as colorless crystals. m.p. 177°-179° C.

Aufarbeitung

  1. additionis added to the solution
  2. stirringAfter stirring at room temperature overnight
  3. customthe insoluble material is removed by filtration
  4. stirringby stirring
  5. customwhereby there separate out crystals
  6. filtrationThe crystals are collected by filtration
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2d85a65d3f954a91b4d545d27e18ef87
Quelldatensatz
uspto-grants-1990_09
Patentnummer
US04954625

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