Tetrahydrofuran → 4-(3-Chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-1-piperazinecarboxylic acid, 2-methylpropyl ester

HRID 622392

Reaktionsgleichung

Reaktionsgleichung von HRID 622392
[Cl:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:13])[C:3]=1[N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1.Cl[C:21]([O:23][CH2:24][CH2:25][CH2:26]C)=[O:22].O1CCC[CH2:29]1>>[Cl:1][C:2]1[C:11](=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:13])[C:3]=1[N:14]1[CH2:19][CH2:18][N:17]([C:21]([O:23][CH2:24][CH:25]([CH3:26])[CH3:29])=[O:22])[CH2:16][CH2:15]1

Komponenten

4

Edukt 3

HCID 8028Tetrahydrofuran2×HCID 61140Butyl chloroformateHCID 6997941,4-Naphthalenedione, 2-chloro-3-(1-piperazinyl)-

Produkt 1

HCID 139347664-(3-Chloro-1,4-dihydro-1,4-dioxo-2-naphthalenyl)-1-piperazinecarboxylic acid, 2-methylpropyl ester

Versuchsvorschrift

A solution of 830 mg of 3-chloro-2-piperazinyl 1,4-naphthoquinone in 50 ml of tetrahydrofuran was added dropwise to a solution of 0.39 ml of butyl chloroformate in 10 ml of tetrahydrofuran. This mixture was stirred for 20 minutes, then filtered and the filtrate concentrated to an oil. The oil was crystallized from ether/hexane, giving 360 mg of the desired product, mp 92-94°C.

Aufarbeitung

  1. filtrationfiltered
  2. concentrationthe filtrate concentrated to an oil
  3. customThe oil was crystallized from ether/hexane

Quellen und Nachweise

ORD-Eintrag
ord-787442818321466eb57083b50903aa55
Quelldatensatz
uspto-grants-1988_09
Patentnummer
US04771061

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