Reaktion #321871

ord-1a40979f43e34f1ab5ba335d8b58d90b

Reaktionsgleichung

Cl.ClCCNc1ccnc2cc(Cl)ccc12
N-(2-chloroethyl)-7-chloro-4-quinolinamine hydrochloride
O
water
[Na+].[OH-]
sodium hydroxide
CC1CCCN(CCNc2ccnc3cc(Cl)ccc23)C1
colourless crystals
Ausbeute 64.3%
CC1CCCN(CCNc2ccnc3cc(Cl)ccc23)C1
(RS)-(7-Chloro-quinolin-4-yl)-[2-(3-methyl-piperidin-1-yl)-ethyl]-amine
Ausbeute 64.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted three times with 50 ml of ethyl acetate each time
  2. 2
    WaschenThe combined extracts were washed with a small amount of water
  3. 3
    Einengenconcentrated
  4. 4
    SonstigeThe residue was recrystallized from 80 ml of acetone

Vorschrift

2.5 g of N-(2-chloroethyl)-7-chloro-4-quinolinamine hydrochloride in 25 ml of 3-methylpiperidine were held at 100° C. in a sealed tube for 24 hours. Thereafter, 100 ml of water were added, the mixture is adjusted to pH 12 by means of concentrated sodium hydroxide solution and extracted three times with 50 ml of ethyl acetate each time. The combined extracts were washed with a small amount of water and concentrated. The residue was recrystallized from 80 ml of acetone. 0.88 g of colourless crystals, m.p.: 148°-151° C., was obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05596002uspto-grants-1997_01