Piperidine, 1-(3-chloropropyl)- → Bis(3-piperidinopropyl) 9-ethylcarbazole-3,6-dicarboxylate dihydrochloride

HRID 441630

Reaktionsgleichung

Reaktionsgleichung von HRID 441630
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([C:16]([OH:18])=[O:17])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[C:7]([C:19]([OH:21])=[O:20])[CH:8]=2)[CH3:2].[N:22]1([CH2:28][CH2:29][CH2:30][Cl:31])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.C(O)(C)C>[ClH:31].[ClH:31].[N:22]1([CH2:28][CH2:29][CH2:30][O:20][C:19]([C:7]2[CH:6]=[CH:5][C:4]3[N:3]([CH2:1][CH3:2])[C:15]4[C:10]([C:9]=3[CH:8]=2)=[CH:11][C:12]([C:16]([O:18][CH2:30][CH2:29][CH2:28][N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)=[O:17])=[CH:13][CH:14]=4)=[O:21])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1

Komponenten

5

Edukt 2

HCID 79625Piperidine, 1-(3-chloropropyl)-HCID 37979149-ethyl-9H-carbazole-3,6-dicarboxylic acid

Produkt 1

HCID 21419565Bis(3-piperidinopropyl) 9-ethylcarbazole-3,6-dicarboxylate dihydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5963Benzyltrimethylammonium chlorideKatalysatorHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To 250 ml of isopropyl alcohol is added one equivalent of 9-ethylcarbazole-3,6-dicarboxylic acid, 2 equivalents of 3-piperidinopropylchloride, and a catalytic amount of benzyltrimethylammonium chloride. The mixture is heated to reflux for 2 hours. Upon cooling a solid forms which is collected, washed with ether, dried and dissolved in water. The aqueous solution is made basic with saturated sodium bicarbonate, and the product is extracted with ether. The ether solution is washed with water, dried, and acidified with ethereal HCl. The resulting precipitate is recrystallized from methanol-butanone to give bis(3-piperidinopropyl)-9-ethylcarbazole-3,6-dicarboxylate dihydrochloride.

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 2 hours
  3. temperatureUpon cooling a solid forms which
  4. customis collected
  5. washwashed with ether
  6. customdried
  7. dissolutiondissolved in water
  8. extractionthe product is extracted with ether
  9. washThe ether solution is washed with water
  10. customdried
  11. customThe resulting precipitate is recrystallized from methanol-butanone

Quellen und Nachweise

ORD-Eintrag
ord-911df8559773457783bef87d2651d22c
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04041165

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