Hydrochloric Acid → HCID 20042472, Verbindung

HRID 1762105Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1762105
[C:1]1([C:7]2[CH:8]=[C:9]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)[C:10]3[C:15]([CH:16]=2)=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:29][CH2:30][C:31]1[CH:36]=[CH:35][C:34]([CH3:37])=[CH:33][CH:32]=1.[ClH:38]>C(#N)C.CC(C)=O.C(OCC)C>[ClH:29].[ClH:38].[CH3:30][C:31]1[CH:36]=[CH:35][C:34]([CH2:37][N:20]2[CH2:21][CH2:22][N:17]([C:9]3[C:10]4[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=4)[CH:16]=[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH:8]=3)[CH2:18][CH2:19]2)=[CH:33][CH:32]=1

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 77224-Methylbenzyl chlorideHCID 11430Potassium CarbonateHCID 20042470HCID 20042470, Verbindung

Produkt 1

HCID 20042472HCID 20042472, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 6342AcetonitrileLösungsmittel2×

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To a stirred solution of 3-phenyl-1-(1-piperazinyl)-naphthalene (17.9 g) in acetonitrile (280 cc), there is added potassium carbonate (8.6 g) and then, in the course of 20 minutes, a solution of α-chloro-p-xylene (8.7 g) in acetonitrile (50 cc), at a temperature in the region of 20° C., and stirring is continued for 16 hours. The insoluble material which is formed is separated by filtration. The solution obtained is evaporated under reduced pressure (20 mm Hg; 2.7 kPa) at 40° C. The residue is dissolved in methylene chloride (35 cc) and the solution poured onto silica (1 kg) contained in a column 7.5 cm in diameter. Elution is performed with a mixture (3 liters) of methylene chloride and methanol (99:1 by volume) and the corresponding eluate is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at 50° C. The residue obtained is dissolved in acetone (250 cc). The solution is cooled to a temperature in the region of 5° C., a 2.5N solution (52 cc) of anhydrous hydrochloric acid in ethyl ether is added and stirring is maintained for approximately 4 hours. The precipitates formed is separated by filtration and washed with ethyl ether ether (3×25 cc). 1-[4-(4-Methylbenzyl)-1-piperazinyl]-3-phenylnaphthalene dihydrochloride (19 g), m.p. 252° C., is thereby obtained.

Aufarbeitung

  1. customThe insoluble material which is formed
  2. customis separated by filtration
  3. customThe solution obtained
  4. customis evaporated under reduced pressure (20 mm Hg; 2.7 kPa) at 40° C
  5. dissolutionThe residue is dissolved in methylene chloride (35 cc)
  6. additionthe solution poured onto silica (1 kg)
  7. washElution
  8. concentrationthe corresponding eluate is concentrated to dryness under reduced pressure (20 mm Hg; 2.7 kPa) at 50° C
  9. customThe residue obtained
  10. temperatureis maintained for approximately 4 hours
  11. customThe precipitates formed
  12. customis separated by filtration
  13. washwashed with ethyl ether ether (3×25 cc)

Quellen und Nachweise

ORD-Eintrag
ord-a762b7b5316a4ce695abd13e2ce14038
Quelldatensatz
uspto-grants-1989_05
Patentnummer
US04831034

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