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

HRID 27168

Reaktionsgleichung

Reaktionsgleichung von HRID 27168
[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-d32a625541c54a508541c94c4e741306
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04220647

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