Sodium Hydroxide → HCID 14624991, Verbindung

HRID 703447Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 703447
Cl[CH2:2][CH2:3][CH:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][C:6](=[O:14])[CH2:5]1.[CH3:15][O:16][C:17]1[CH:26]=[C:25]2[C:20]([CH:21]=[CH:22][CH:23]=[C:24]2[N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:19][CH:18]=1.[OH-].[Na+]>ClCCl>[CH3:15][O:16][C:17]1[CH:26]=[C:25]2[C:20]([CH:21]=[CH:22][CH:23]=[C:24]2[N:27]2[CH2:28][CH2:29][N:30]([CH2:2][CH2:3][CH:4]3[C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[NH:7][C:6](=[O:14])[CH2:5]3)[CH2:31][CH2:32]2)=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 145667201-(7-Methoxynaphthalen-1-yl)piperazineHCID 14624973HCID 14624973, Verbindung

Produkt 1

HCID 14624991HCID 14624991, VerbindungAusbeute 87,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

1.5 g (7.15 mmol) of (±)-4-(2-chloroethyl)-3,4-dihydro-2(1H)-quinolinone are mixed intimately with 3.65 g (15 mmol) of 1-(7-methoxy-1-naphthyl)piperazine and the mixture is heated to 130° C. for 1 h while stirring. The cooled residue is taken up between 25 ml of 2N sodium hydroxide and twice 50 ml of dichloromethane. The organic extract is washed with water, dried over magnesium sulphate and concentrated. The residue is purified by elution with a dichloromethane/methanol (95:5) mixture on a silica column. The purified fraction is crystallized in ether and this solid is drained and dried. 2.6 g (87.5%) of (±)-4-{2-[4-(7-methoxy-1-naphthyl)-1-piperazinyl]ethyl}-3,4-dihydro-2(1H)-quinolinone, melting point 177°-178° C., are obtained.

Aufarbeitung

  1. extractionThe organic extract
  2. washis washed with water
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated
  5. customThe residue is purified by elution with a dichloromethane/methanol (95:5) mixture on a silica column
  6. customThe purified fraction is crystallized in ether
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-99a2bcedfc4a4c248e5482ec2af3d8e0
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04983607

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