Reaktion #563874

ord-5ac0513627c849a08a59ec480418c9bd

Reaktionsgleichung

NCCNc1ccccc1
N-phenyl-1,2-ethanediamine
CCN(CC)CC
triethylamine
CCOC(=O)Cl
ethyl chloroformate
COc1ccc(CCNC(=O)CCCCC(=O)O)cc1OC
6-[2-(3,4-Dimethoxyphenyl)ethylamino]-6-oxohexanoic acid
COc1ccc(CCNC(=O)CCCCC(=O)NCCNc2ccccc2)cc1OC
title compound
Ausbeute 65.2%
COc1ccc(CCNC(=O)CCCCC(=O)NCCNc2ccccc2)cc1OC
N-[2-(3,4-Dimethoxyphenyl)ethyl]-N'-[2-(phenylamino) ethyl]hexanediamide
Ausbeute 65.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    WaschenAfter washing with water
  2. 2
    Trocknendrying (Na2SO4)
  3. 3
    Sonstigethe reaction mixture was evaporated
  4. 4
    Sonstigethe residue recrystallised from ethyl acetate

Vorschrift

6-[2-(3,4-Dimethoxyphenyl)ethylamino]-6-oxohexanoic acid (6.0 g, 0.19) was dissolved in dry dichloromethane (200 ml) and triethylamine (2.28 g, 0.021 mole), and ethyl chloroformate (1.86 ml, 0.019 mole) added at O°. After 1 hour at 0° N-phenyl-1,2-ethanediamine (2.64 g, 0.019 mole) was added and the mixture stirred at room temperature for 18 hr. After washing with water and drying (Na2SO4), the reaction mixture was evaporated and the residue recrystallised from ethyl acetate to give the sub title compound (5.3 g) mp 109°-11°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04885313uspto-grants-1989_12