2-((4-Chlorophenyl)amino)acetic acid → N-[2-(3,4-dibenzyloxyphenyl)ethyl]-2-(p-chloroanilino)acetamide

HRID 543744Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 543744
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH2:12][CH2:13][NH2:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:26][C:27]1[CH:37]=[CH:36][C:30]([NH:31][CH2:32][C:33](O)=[O:34])=[CH:29][CH:28]=1>C1C=CC=CC=1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:12][CH2:13][NH:14][C:33](=[O:34])[CH2:32][NH:31][C:30]2[CH:36]=[CH:37][C:27]([Cl:26])=[CH:28][CH:29]=2)[CH:15]=[CH:16][C:17]=1[O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 2307172-((4-Chlorophenyl)amino)acetic acidHCID 4238693,4-Bis(benzyloxy)phenethylamine hydrochloride

Produkt 1

HCID 20460567N-[2-(3,4-dibenzyloxyphenyl)ethyl]-2-(p-chloroanilino)acetamideAusbeute 50,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Reaktionsbedingungen

Temperatur
190 °C

Versuchsvorschrift

A mixture of 3,4-dibenzyloxyphenethylamine (36.2 g) and p-chloroanilinoacetic acid (20 g) was stirred for 3 hours at 190° C. The reaction mixture was dissolved in benzene. The solution was washed with a diluted potassium carbonate aqueous solution and dried. The solvent was distilled off from the benzene solution and the residue obtained was purified by column chromatography on silica gel to give N-[2-(3,4-dibenzyloxyphenyl)ethyl] -2-(p-chloroanilino)acetamide (27.2 g), mp 121° C.

Aufarbeitung

  1. washThe solution was washed with a diluted potassium carbonate aqueous solution
  2. customdried
  3. distillationThe solvent was distilled off from the benzene solution
  4. customthe residue obtained
  5. customwas purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-bd8cd3fba4114aa2a1ef531b0bb01e78
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04447436

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